Difference between revisions of "Ammonia" - New World Encyclopedia

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|-  
 
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| [[IUPAC nomenclature|Systematic name]]
 
| [[IUPAC nomenclature|Systematic name]]
| Ammonia<br />Azane (''See Text'')
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| Ammonia<br />Azane ''(See Text)''
 
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|-
 
| Other names
 
| Other names
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| -33.34 °C (239.81 K)
 
| -33.34 °C (239.81 K)
 
|-
 
|-
| [[Acid dissociation constant|Acidity]] ([[Acid dissociation constant|p''K''<sub>a</sub>]])  
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| [[Acid dissociation constant|Acidity]] (p''K''<sub>a</sub>)  
 
| ≈34
 
| ≈34
 
|-
 
|-
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|-
 
|-
 
| [[Flash point]]
 
| [[Flash point]]
| None<ref>[http://www.wdserviceco.com/03aug06MSDS/msdsANH.pdf MSDS Sheet] from W.D. Service Co.</ref>
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| None<ref>[http://www.wdserviceco.com/03aug06MSDS/msdsANH.pdf MSDS Sheet]. from W.D. Service Co. Retrieved January 9, 2008. </ref>
 
|-
 
|-
 
| [[Risk and Safety Statements|R/S statement]]
 
| [[Risk and Safety Statements|R/S statement]]
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|-
 
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| Other [[ion]]s
 
| Other [[ion]]s
| [[Ammonium]] (NH<sub>4</sub><sup>+</sup>)<br>
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| [[Ammonium]] (NH<sub>4</sub><sup>+</sup>)<br/>
:[[ammonium hydroxide|hydroxide]] (NH<sub>4</sub>OH)<br>
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:[[ammonium hydroxide|hydroxide]] (NH<sub>4</sub>OH)<br/>
 
:[[ammonium chloride|chloride]] (NH<sub>4</sub>Cl)
 
:[[ammonium chloride|chloride]] (NH<sub>4</sub>Cl)
 
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'''Ammonia''' is a [[chemical compound]] of [[nitrogen]] and [[hydrogen]], with the [[chemical formula|formula]] '''NH<sub>3</sub>'''. It is a gas at [[standard temperature and pressure]]<ref>In this case, "standard temperature and pressure" refers to a temperature of 25 °C and a pressure of 100 kilopascals.</ref>, has a characteristic pungent [[odor]], and is corrosive to some materials.
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'''Ammonia''' is a [[chemical compound]] of [[nitrogen]] and [[hydrogen]], with the [[chemical formula|formula]] '''NH<sub>3</sub>'''. It is a gas at [[standard temperature and pressure]]<ref>In this case, "standard temperature and pressure" refers to a temperature of 25 °C and a pressure of 100 kilopascals.</ref>, has a characteristic pungent [[odor]], and is corrosive to some materials. Liquid ammonia is a strong ionizing solvent that can dissolve alkali metals to form colored, electrically conducting solutions.
  
 
In living systems, ammonia plays several important roles, serving as a source of [[nitrogen]] for plants and helping maintain acid/base balance in animals. It is produced during the normal metabolism of [[amino acid]]s and is converted to [[urea]] in the [[liver]]. Liver dysfunction may lead to toxic levels of ammonia in the blood.
 
In living systems, ammonia plays several important roles, serving as a source of [[nitrogen]] for plants and helping maintain acid/base balance in animals. It is produced during the normal metabolism of [[amino acid]]s and is converted to [[urea]] in the [[liver]]. Liver dysfunction may lead to toxic levels of ammonia in the blood.
 
+
{{toc}}
Ammonia is one of the most extensively manufactured inorganic chemicals, used mainly for the production of [[fertilizer]]s, [[explosive]]s, and [[polymer]]s. It is also the active ingredient in household glass cleaners. Substances containing ammonia or those similar to it are called ''ammoniacal''.
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Ammonia is one of the most extensively manufactured inorganic chemicals, used mainly for the production of [[fertilizer]]s, [[explosive]]s, and [[polymer]]s. It is also the active ingredient in household glass cleaners. Substances containing ammonia or those similar to it are called ''ammoniacal.''
  
 
== Occurrence ==
 
== Occurrence ==
  
Ammonia occurs in small quantities in the atmosphere, being produced from the [[putrefaction]] of [[Nitrogen|nitrogenous]] animal and vegetable matter. This chemical and its salts (ammonium salts) are also present in small quantities in rainwater; [[ammonium chloride]] (called sal ammoniac) and [[ammonium sulfate]] are found in volcanic districts; and crystals of [[ammonium bicarbonate]] have been found in [[Patagonia]]n [[guano]]. The kidneys excrete ammonium ions (NH<sub>4</sub><sup>+</sup>) to neutralize excess acid.<ref name= >[http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=10360635&dopt=Urine electrolytes and the urine anion and osmolar gaps.]</ref> Ammonium salts are also distributed in fertile soil and seawater.
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Ammonia occurs in small quantities in the atmosphere, being produced from the [[putrefaction]] of [[Nitrogen|nitrogenous]] animal and vegetable matter. This chemical and its salts (ammonium salts) are also present in small quantities in rainwater; [[ammonium chloride]] (called sal ammoniac) and [[ammonium sulfate]] are found in volcanic districts; and crystals of [[ammonium bicarbonate]] have been found in [[Patagonia]]n [[guano]]. The kidneys excrete ammonium ions (NH<sub>4</sub><sup>+</sup>) to neutralize excess acid.<ref>B. Kirschbaum, D. Sica, and F.P. Anderson [http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=10360635&dopt=Urine electrolytes and the urine anion and osmolar gaps.]. Retrieved January 12, 2008. </ref> Ammonium salts are also distributed in fertile soil and seawater.
  
 
== History ==
 
== History ==
 +
Salts of ammonia have been known from very early times. Thus the term ''Hammoniacus sal''<ref>[http://webmineral.com/data/Sal-ammoniac.shtml Webmineral website]. accessed August 27 2006</ref> appears in the writings of [[Pliny the Elder]], although it is not known whether that term is identical with the more modern ''sal ammoniac.''<ref>Ibid. </ref>
  
Salts of ammonia have been known from very early times. Thus the term ''Hammoniacus sal''<ref name="Mineral Data">[http://webmineral.com/data/Sal-ammoniac.shtml Webmineral website] URL last accessed August 27 2006</ref> appears in the writings of [[Pliny the Elder]], although it is not known whether that term is identical with the more modern ''sal ammoniac''.<ref name="Mineral Data"/>
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As early as the thirteenth century, ammonia was known to the [[alchemy|alchemists]] in the form of sal ammoniac, which was mentioned by [[Albertus Magnus]]. It was also used by [[dyer]]s in the [[Middle Ages]] in the form of fermented [[urine]]  to alter the color of vegetable dyes. In the fifteenth century, [[Basilius Valentinus]] (Basil Valentine) showed that ammonia could be produced by the action of alkalis on sal ammoniac. At a later period, when sal ammoniac was obtained by distilling the hoofs and horns of oxen and neutralizing the resulting carbonate with [[hydrochloric acid]] (HCl), the name "spirit of hartshorn" was applied to ammonia.
  
As early as the thirteenth century, ammonia was known to the [[alchemy|alchemists]] in the form of sal ammoniac, which was mentioned by [[Albertus Magnus]].<ref name="astronomy">[http://www.absoluteastronomy.com/ref/ammonia Absolouteastronomy.com] URL last accessed April 24 2006</ref> It was also used by [[dyer]]s in the [[Middle Ages]] in the form of fermented [[urine]]<ref name="astronomy"/> to alter the color of vegetable dyes. In the fifteenth century, [[Basilius Valentinus]] (Basil Valentine) showed that ammonia could be produced by the action of alkalis on sal ammoniac. At a later period, when sal ammoniac was obtained by distilling the hoofs and horns of oxen and neutralizing the resulting carbonate with [[hydrochloric acid]] (HCl), the name "spirit of hartshorn" was applied to ammonia.<ref name="astronomy"/>
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Gaseous ammonia was first isolated in 1774 by [[Joseph Priestley]], who called it ''alkaline air.''<ref>Lyndy Abraham. ''Marvell and alchemy.'' (Aldershot Scolar, 1990).</ref> Eleven years later, in 1785, [[Claude Louis Berthollet]] ascertained its composition.
  
Gaseous ammonia was first isolated in 1774 by [[Joseph Priestley]], who called it ''alkaline air''.<ref name="Alchemy" > Abraham, Lyndy. ''Marvell and alchemy''. Aldershot Scolar 1990.</ref> Eleven years later, in 1785, [[Claude Louis Berthollet]] ascertained its composition.
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In 1909, [[Fritz Haber]] and [[Carl Bosch]] developed a method of producing ammonia from atmospheric nitrogen. This method, called the [[Haber process]] or the Haber-Bosch process, was first used on an industrial scale by the Germans during [[World War I]],<ref>[http://www.bbc.co.uk/dna/h2g2/classic/A795611 BBC.co.uk]. URL last accessed April 24 2006</ref> following the Allied blockade that cut off the supply of nitrates from [[Chile]]. The ammonia was used to produce explosives to sustain their war effort.<ref>Roland Smith. ''Conquering Chemistry.'' (Sydney: McGraw-Hill, 2001) </ref>
 
 
In 1909, [[Fritz Haber]] and [[Carl Bosch]] developed a method of producing ammonia from atmospheric nitrogen. This method, called the [[Haber process]] or the Haber-Bosch process, was first used on an industrial scale by the Germans during [[World War I]],<ref name="bbc">[http://www.bbc.co.uk/dna/h2g2/classic/A795611 BBC.co.uk] URL last accessed April 24 2006</ref> following the Allied blockade that cut off the supply of nitrates from [[Chile]]. The ammonia was used to produce explosives to sustain their war effort.<ref name="Conquering" >Smith, Roland. ''Conquering Chemistry''. 2001</ref >
 
  
 
== Synthesis and production ==
 
== Synthesis and production ==
  
Dozens of [[chemical plant]]s produce ammonia around the world. In 2004, the global [[ammonia production]] was 109 million [[metric tonnes]].<ref name="usgs">[http://minerals.usgs.gov/minerals/pubs/commodity/nitrogen/nitromcs05.pdf United States Geological Survey publication]</ref> The output from the [[People's Republic of China]] was 28.4% of the worldwide level, followed by [[India]] with 8.6%, [[Russia]] with 8.4%, and the [[United States]] with 8.2%.<ref name="usgs"/> About 80% or more of the ammonia produced is used for fertilizing agricultural crops.<ref name="usgs"/>
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Dozens of [[chemical plant]]s produce ammonia around the world. In 2004, the global [[ammonia production]] was 109 million [[metric tons]]. The output from the [[People's Republic of China]] was 28.4 percent of the worldwide level, followed by [[India]] with 8.6 percent, [[Russia]] with 8.4 percent, and the [[United States]] with 8.2 percent. About 80 percent or more of the ammonia produced is used for fertilizing agricultural crops.
  
Before the start of [[World War I]], most ammonia was obtained by the dry [[distillation]]<ref>[http://nobelprize.org/chemistry/laureates/1918/press.html Nobel Prize in Chemistry (1918)] - [[Haber process]]. URL last accessed April 24 2006</ref> of nitrogenous vegetable and animal waste products, including [[camel]] [[manure|dung]]. It was distilled<ref name="Conquering"/> by the reduction of [[nitrous acid]] and [[nitrite]]s with [[hydrogen]]. Additionally, it was produced by the distillation of [[coal]];<ref name="Conquering"/> and by the decomposition of ammonium salts by [[alkaline]] hydroxides<ref>[http://www.bbc.co.uk/dna/h2g2/A1002934 BBC.co.uk] URL last accessed April 24 2006</ref> such as [[calcium oxide|quicklime]] (CaO). The salt most often used was [[ammonium chloride]] (NH<sub>4</sub>Cl), and the reaction can be written as follows.
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Before the start of [[World War I]], most ammonia was obtained by the dry [[distillation]]<ref>[http://nobelprize.org/chemistry/laureates/1918/press.html Nobel Prize in Chemistry (1918)] - [[Haber process]]. URL last accessed April 24 2006</ref> of nitrogenous vegetable and animal waste products, including [[camel]] [[manure|dung]]. It was distilled by the reduction of [[nitrous acid]] and [[nitrite]]s with [[hydrogen]]. Additionally, it was produced by the distillation of [[coal]];<ref>Smith </ref> and by the decomposition of ammonium salts by [[alkaline]] hydroxides<ref>The Guide to Life: the Universe and Everything.[http://www.bbc.co.uk/dna/h2g2/A1002934 BBC.co.uk]. March 19, 2003 
 +
"Chemistry of the Group 2 Elements - Be, Mg, Ca, Sr, Ba, Ra" 
 +
URL last accessed April 24 2006</ref> such as [[calcium oxide|quicklime]] (CaO). The salt most often used was [[ammonium chloride]] (NH<sub>4</sub>Cl), and the reaction can be written as follows.
  
 
::2 NH<sub>4</sub>Cl + 2 CaO → CaCl<sub>2</sub> + Ca(OH)<sub>2</sub> + 2 NH<sub>3</sub>
 
::2 NH<sub>4</sub>Cl + 2 CaO → CaCl<sub>2</sub> + Ca(OH)<sub>2</sub> + 2 NH<sub>3</sub>
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* The first step in the process is to remove [[sulfur]] compounds from the feedstock because sulfur deactivates the [[catalyst]]s used in subsequent steps. Sulfur removal requires catalytic [[hydrogenation]] to convert sulfur compounds in the feedstocks to gaseous [[hydrogen sulfide]]:
 
* The first step in the process is to remove [[sulfur]] compounds from the feedstock because sulfur deactivates the [[catalyst]]s used in subsequent steps. Sulfur removal requires catalytic [[hydrogenation]] to convert sulfur compounds in the feedstocks to gaseous [[hydrogen sulfide]]:
  
::H<sub>2</sub> + RSH → RH + H<sub>2</sub>S<sub>(''g'')</sub>
+
::H<sub>2</sub> + RSH → RH + H<sub>2</sub>S<sub>''(g)''</sub>
  
 
* The gaseous hydrogen sulfide is then absorbed and removed by passing it through beds of [[zinc oxide]] where it is converted to solid [[zinc sulfide]]:
 
* The gaseous hydrogen sulfide is then absorbed and removed by passing it through beds of [[zinc oxide]] where it is converted to solid [[zinc sulfide]]:
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Ammonia is a colorless [[gas]] with a characteristic pungent smell. It is [[lighter than air]], its density being 0.589 times that of [[Earth's atmosphere|air]]. It is easily liquefied; the [[liquid]] boils at -33.3 °C and solidifies at -77.7 °C to a mass of white crystals.
 
Ammonia is a colorless [[gas]] with a characteristic pungent smell. It is [[lighter than air]], its density being 0.589 times that of [[Earth's atmosphere|air]]. It is easily liquefied; the [[liquid]] boils at -33.3 °C and solidifies at -77.7 °C to a mass of white crystals.
  
An ammonia molecule has the shape of a [[Trigonal pyramid (chemistry)|trigonal pyramid]]. This shape makes the molecule [[Polar molecule|polar]], so that ammonia readily dissolves in [[water]]. The nitrogen atom in the molecule has a [[Lone pair|lone electron pair]], and ammonia acts as a [[Base (chemistry)|base]]. It means that, when in aqueous solution, it can take a [[proton]] from water to produce a [[hydroxide]] [[anion]] (OH<sup>&minus;</sup>) and an [[ammonium]] [[cation]] (NH<sub>4</sub><sup>+</sup>), which has the shape of a regular [[tetrahedron]]. The degree to which ammonia forms the ammonium ion depends predominantly on the [[pH]] of the [[solution]]&mdash;at "physiological" pH (around 7), about 99% of the ammonia molecules are [[Protonation|protonated]]. Temperature and salinity are additional factors in the proportion of NH<sub>4</sub><sup>+</sup>.
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An ammonia molecule has the shape of a [[Trigonal pyramid (chemistry)|trigonal pyramid]]. This shape makes the molecule [[Polar molecule|polar]], so that ammonia readily dissolves in [[water]]. The nitrogen atom in the molecule has a [[Lone pair|lone electron pair]], and ammonia acts as a [[Base (chemistry)|base]]. It means that, when in aqueous solution, it can take a [[proton]] from water to produce a [[hydroxide]] [[anion]] (OH<sup>&minus;</sup>) and an [[ammonium]] [[cation]] (NH<sub>4</sub><sup>+</sup>), which has the shape of a regular [[tetrahedron]]. The degree to which ammonia forms the ammonium ion depends predominantly on the [[pH]] of the [[solution]]&mdash;at "physiological" pH (around 7), about 99 percent of the ammonia molecules are [[Protonation|protonated]]. Temperature and salinity are additional factors in the proportion of NH<sub>4</sub><sup>+</sup>.
  
 
The maximum concentration of ammonia in water (a [[saturation (chemistry)|saturated]] solution) has a [[density]] of 0.880 g /[[cubic centimetre|cm³ ]] and is often known as '.880 Ammonia'. All the ammonia contained in an aqueous solution of the gas may be expelled by boiling.
 
The maximum concentration of ammonia in water (a [[saturation (chemistry)|saturated]] solution) has a [[density]] of 0.880 g /[[cubic centimetre|cm³ ]] and is often known as '.880 Ammonia'. All the ammonia contained in an aqueous solution of the gas may be expelled by boiling.
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Ammonia does not sustain [[combustion]], and it does not burn readily unless mixed with [[oxygen]], when it burns with a pale yellowish-green flame. At high temperature and in the presence of a suitable catalyst, ammonia is decomposed into its constituent elements. [[Chlorine]] catches fire when passed into ammonia, forming [[nitrogen]] and [[hydrochloric acid]]; unless the ammonia is present in excess, the highly explosive [[nitrogen trichloride]] (NCl<sub>3</sub>) is also formed.  
 
Ammonia does not sustain [[combustion]], and it does not burn readily unless mixed with [[oxygen]], when it burns with a pale yellowish-green flame. At high temperature and in the presence of a suitable catalyst, ammonia is decomposed into its constituent elements. [[Chlorine]] catches fire when passed into ammonia, forming [[nitrogen]] and [[hydrochloric acid]]; unless the ammonia is present in excess, the highly explosive [[nitrogen trichloride]] (NCl<sub>3</sub>) is also formed.  
  
The ammonia molecule readily undergoes [[nitrogen inversion]] at room temperature&mdash;that is, the nitrogen atom passes through the [[plane of symmetry]] of the three hydrogen atoms. A useful analogy is an [[umbrella]] turning itself inside out in a strong wind. The energy barrier to this inversion is 24.7 kJ/mol in ammonia, and the [[resonance frequency]] is 23.79 [[Hertz|GHz]], corresponding to [[microwave]] radiation of a [[wavelength]] of 1.260 cm. The absorption at this frequency was the first [[Microwave spectroscopy|microwave spectrum]] to be observed.<ref name="Cleeton">C. E. Cleeton & N. H. Williams, 1934 - [http://prola.aps.org/abstract/PR/v45/i4/p234_1 Online version; archive]. URL last accessed May 8, 2006</ref>
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The ammonia molecule readily undergoes [[nitrogen inversion]] at room temperature&mdash;that is, the nitrogen atom passes through the [[plane of symmetry]] of the three hydrogen atoms. A useful analogy is an [[umbrella]] turning itself inside out in a strong wind. The energy barrier to this inversion is 24.7 kJ/mol in ammonia, and the [[resonance frequency]] is 23.79 [[Hertz|GHz]], corresponding to [[microwave]] radiation of a [[wavelength]] of 1.260 cm. The absorption at this frequency was the first [[Microwave spectroscopy|microwave spectrum]] to be observed.<ref>C. E. Cleeton and N. H. Williams, 1934 - Online version; archive. Electromagnetic Waves of 1.1 cm Wave-Length and the Absorption Spectrum of Ammonia. Received December 21, 1933.</ref>
  
In commercial usage, ammonia can be in the anhydrous form (that is, not dissolved in water) or an aqueous solution (that is, dissolved in water) referred to as [[ammonium hydroxide]]. Anhydrous ammonia must be stored under pressure or at low temperature to maintain it as a liquid. The strength of [[ammonium hydroxide]] is measured in units of [[Baumé scale|baume]] (density), with 26 degrees baume (about 30 percent ammonia by weight, at 15.5 °C) being the typical high-concentration commercial product.<ref name=LaRoche>[http://www.airgasspecialtyproducts.com/UserFiles/laroche/PDF/AAPhysical.pdf Ammonium hydroxide physical properties]</ref> Household ammonia ranges in concentration from 5 to 10 percent ammonia by weight.
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In commercial usage, ammonia can be in the anhydrous form (that is, not dissolved in water) or an aqueous solution (that is, dissolved in water) referred to as [[ammonium hydroxide]]. Anhydrous ammonia must be stored under pressure or at low temperature to maintain it as a liquid. The strength of ammonium hydroxide is measured in units of [[Baumé scale|baume]] (density), with 26 degrees baume (about 30 percent ammonia by weight, at 15.5 °C) being the typical high-concentration commercial product.<ref>LaRoche [http://www.airgasspecialtyproducts.com/UserFiles/laroche/PDF/AAPhysical.pdf Ammonium hydroxide physical properties].</ref> Household ammonia ranges in concentration from 5 to 10 percent ammonia by weight.
  
 
=== Formation of salts ===
 
=== Formation of salts ===
 
[[Image:Hydrochloric acid ammonia.jpg|thumb|Hydrochloric acid (in the beaker) releases HCl fumes that react with ammonia fumes (from the test tube) to produce a white smoke of ammonium chloride.]]
 
[[Image:Hydrochloric acid ammonia.jpg|thumb|Hydrochloric acid (in the beaker) releases HCl fumes that react with ammonia fumes (from the test tube) to produce a white smoke of ammonium chloride.]]
  
One of the most characteristic properties of ammonia is its power of combining directly with [[acid]]s to form [[salt]]s. Thus, with [[hydrochloric acid]] it forms [[ammonium chloride]] (sal ammoniac); with [[nitric acid]], [[ammonium nitrate]]; and so forth. Perfectly dry ammonia, however, will not combine with perfectly dry [[hydrogen chloride]] (a gas), as moisture is necessary to bring about the reaction.<ref>Baker, H. B. (1894). ''J. Chem. Soc.'' '''65''': 612.</ref>
+
One of the most characteristic properties of ammonia is its power of combining directly with [[acid]]s to form [[salt]]s. Thus, with [[hydrochloric acid]] it forms [[ammonium chloride]] (sal ammoniac); with [[nitric acid]], [[ammonium nitrate]]; and so forth. Perfectly dry ammonia, however, will not combine with perfectly dry [[hydrogen chloride]] (a gas), as moisture is necessary to bring about the reaction.<ref>H. B. Baker, (1894). ''J. Chem. Soc.'' '''65''': 612.</ref>
 
::NH<sub>3</sub>  +  [[Hydrochloric acid|HCl]]  →  [[Ammonium chloride|NH<sub>4</sub>Cl]]
 
::NH<sub>3</sub>  +  [[Hydrochloric acid|HCl]]  →  [[Ammonium chloride|NH<sub>4</sub>Cl]]
  
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Although ammonia is well-known as a base, it can also act as an extremely weak [[acid]]. It is a protic substance, and is capable of dissociation into the '''amide''' (NH<sub>2</sub><sup>&minus;</sup>) ion. For example, when solid [[lithium nitride]] is added to liquid ammonia, a [[lithium amide]] solution is formed:
 
Although ammonia is well-known as a base, it can also act as an extremely weak [[acid]]. It is a protic substance, and is capable of dissociation into the '''amide''' (NH<sub>2</sub><sup>&minus;</sup>) ion. For example, when solid [[lithium nitride]] is added to liquid ammonia, a [[lithium amide]] solution is formed:
  
::Li<sub>3</sub>N<sub>(''s'')</sub>+ 2 NH<sub>3 (''l'')</sub> → 3 Li<sup>+</sup><sub>(''am'')</sub> + 3 NH<sub>2</sub><sup>&minus;</sup><sub>(''am'')</sub>
+
::Li<sub>3</sub>N<sub>''(s)''</sub>+ 2 NH<sub>3 ''(l)''</sub> → 3 Li<sup>+</sup><sub>''(am)''</sub> + 3 NH<sub>2</sub><sup>&minus;</sup><sub>''(am)''</sub>
  
 
This is a [[Brønsted-Lowry]] acid-base reaction in which ammonia acts as an acid.
 
This is a [[Brønsted-Lowry]] acid-base reaction in which ammonia acts as an acid.
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=== Formation of other compounds ===
 
=== Formation of other compounds ===
  
In reactions with [[organic compound]]s, ammonia can act as a [[nucleophile]] in [[Nucleophilic substitution|substitution]] reactions. For example, it reacts with [[alkyl halide]]s to form [[amine]]s. [[Methylamine]] is prepared commercially by the reaction of ammonia with [[chloromethane]], and the reaction of ammonia with 2-bromopropanoic acid has been used to prepare [[alanine]] in 70% yield. [[Ethanolamine]] is prepared by a ring-opening reaction with [[ethylene oxide]]: the reaction is sometimes allowed to go further to produce [[diethanolamine]] and [[triethanolamine]].
+
In reactions with [[organic compound]]s, ammonia can act as a [[nucleophile]] in [[Nucleophilic substitution|substitution]] reactions. For example, it reacts with [[alkyl halide]]s to form [[amine]]s. [[Methylamine]] is prepared commercially by the reaction of ammonia with [[chloromethane]], and the reaction of ammonia with 2-bromopropanoic acid has been used to prepare [[alanine]] in 70 percent yield. [[Ethanolamine]] is prepared by a ring-opening reaction with [[ethylene oxide]]: the reaction is sometimes allowed to go further to produce [[diethanolamine]] and [[triethanolamine]].
  
[[Amide]]s can be prepared by the reaction of ammonia with a number of [[carboxylic acid]] derivatives. [[Acyl chloride]]s are the most reactive, but the ammonia must be present in at least a twofold excess to neutralise the [[hydrogen chloride]] formed. [[Ester]]s and [[anhydride]]s also react with ammonia to form amides. Ammonium salts of carboxylic acids can be [[Dehydration|dehydrated]] to amides so long as there are no thermally sensitive groups present: temperatures of 150&ndash;200 °C are required.
+
[[Amide]]s can be prepared by the reaction of ammonia with a number of [[carboxylic acid]] derivatives. [[Acyl chloride]]s are the most reactive, but the ammonia must be present in at least a twofold excess to neutralize the [[hydrogen chloride]] formed. [[Ester]]s and [[anhydride]]s also react with ammonia to form amides. Ammonium salts of carboxylic acids can be [[Dehydration|dehydrated]] to amides so long as there are no thermally sensitive groups present: temperatures of 150&ndash;200 °C are required.
  
The [[hydrogen]] in ammonia is capable of replacement by [[metal]]s. Thus, [[magnesium]] burns in the gas with the formation of [[magnesium nitride]] (Mg<sub>3</sub>N<sub>2</sub>), and when the gas is passed over heated [[sodium]] or [[potassium]], sodamide (NaNH<sub>2</sub>) and potassamide (KNH<sub>2</sub>) are formed, respectively. Where necessary in [[IUPAC nomenclature|substitutive nomenclature]], [[IUPAC]] recommendations prefer the name '''azane''' to ammonia: hence [[chloramine]] would be named ''chloroazane'' in substitutive nomenclature, not ''chloroammonia''.
+
The [[hydrogen]] in ammonia is capable of replacement by [[metal]]s. Thus, [[magnesium]] burns in the gas with the formation of [[magnesium nitride]] (Mg<sub>3</sub>N<sub>2</sub>), and when the gas is passed over heated [[sodium]] or [[potassium]], sodamide (NaNH<sub>2</sub>) and potassamide (KNH<sub>2</sub>) are formed, respectively. Where necessary in [[IUPAC nomenclature|substitutive nomenclature]], [[IUPAC]] recommendations prefer the name '''azane''' to ammonia: hence [[chloramine]] would be named ''chloroazane'' in substitutive nomenclature, not ''chloroammonia.''
  
 
=== Ammonia as a ligand ===
 
=== Ammonia as a ligand ===
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This use of ammonia suffers from several disadvantages. It is a toxic gas, an irritant, and corrosive to [[copper]] [[alloy]]s. Also, over a kilogram is needed for even a miniature fridge. With an ammonia refrigerant, the ever-present risk of an escape brings with it a risk to life. However data on ammonia escapes has shown this to be an extremely small risk in practice, and there is consequently no control on the use of ammonia refrigeration in densely populated areas and buildings in almost all jurisdictions in the world.
 
This use of ammonia suffers from several disadvantages. It is a toxic gas, an irritant, and corrosive to [[copper]] [[alloy]]s. Also, over a kilogram is needed for even a miniature fridge. With an ammonia refrigerant, the ever-present risk of an escape brings with it a risk to life. However data on ammonia escapes has shown this to be an extremely small risk in practice, and there is consequently no control on the use of ammonia refrigeration in densely populated areas and buildings in almost all jurisdictions in the world.
  
Its use in domestic [[Refrigeration|refrigeration]] has been mostly replaced by CFCs and HFCs in the First World, which are more or less non-toxic and non-[[flammable]], and butane and propane in the Third World, which despite their high [[flammable|flammability]] do not seem to have produced any significant level of accidents. Ammonia has continued to be used for miniature and multifuel fridges, such as in minibars and caravans.
+
Its use in domestic [[Refrigeration|refrigeration]] has been mostly replaced by CFCs and HFCs in the First World, which are more or less non-toxic and non-[[flammable]], and butane and propane in the Third World, which despite their high flammability do not seem to have produced any significant level of accidents. Ammonia has continued to be used for miniature and multifuel fridges, such as in minibars and caravans.
  
 
These ammonia absorption cycle domestic refrigerators do not use compression and expansion cycles, but are driven by temperature differences. However the [[Energy efficiency|energy efficiency]] of such refrigerators is relatively low. Today, the smallest refrigerators mostly use solid state peltier [[Thermopile|thermopile]] heat pumps rather than the ammonia absorption cycle.
 
These ammonia absorption cycle domestic refrigerators do not use compression and expansion cycles, but are driven by temperature differences. However the [[Energy efficiency|energy efficiency]] of such refrigerators is relatively low. Today, the smallest refrigerators mostly use solid state peltier [[Thermopile|thermopile]] heat pumps rather than the ammonia absorption cycle.
Line 316: Line 317:
 
===Cigarettes===
 
===Cigarettes===
  
During the 1960s, [[tobacco]] companies such as ''[[Brown & Williamson]]'' and ''[[Philip Morris]]'' began using ammonia in [[cigarette]]s. The addition of ammonia enhances the delivery of [[nicotine]] into the bloodstream. As a result, nicotine’s reinforcement effect was enhanced, increasing its addictive ability without increasing the proportion of nicotine.<ref>Alix M. Freedman, "[http://www.pulitzer.org/year/1996/national-reporting/works/impact.html 'Impact Booster': Tobacco Firm Shows How Ammonia Spurs Delivery of Nicotine]", ''[[The Wall Street Journal]]'', Dec. 28, 1995.</ref>
+
During the 1960s, [[tobacco]] companies such as ''[[Brown & Williamson]]'' and ''[[Philip Morris]]'' began using ammonia in [[cigarette]]s. The addition of ammonia enhances the delivery of [[nicotine]] into the bloodstream. As a result, nicotine’s reinforcement effect was enhanced, increasing its addictive ability without increasing the proportion of nicotine.<ref>Alix M. Freedman, "[http://www.pulitzer.org/year/1996/national-reporting/works/impact.html 'Impact Booster': Tobacco Firm Shows How Ammonia Spurs Delivery of Nicotine]," ''The Wall Street Journal,'' Dec. 28, 1995.</ref>
  
 
== Role in biologic systems and human disease ==
 
== Role in biologic systems and human disease ==
  
Ammonia is an important source of nitrogen for living systems. Although atmospheric nitrogen abounds, few living creatures are capable of utilizing this nitrogen. Nitrogen is required for the synthesis of amino acids, which are the building blocks of [[protein]]. Some plants rely on ammonia and other nitrogenous wastes incorporated into the soil by decaying matter. Others, such as nitrogen-fixing [[legume]]s, benefit from [[symbiosis|symbiotic]] relationships with [[rhizobia]] that create ammonia from atmospheric nitrogen.<ref>M.B. Adjei, K.H. Quesenberry and C.G. Chamblis. ''Nitrogen Fixation and Inoculation of Forage Legumes'' [http://edis.ifas.ufl.edu/AG152 University of Florida IFAS Extension] June 2002.</ref>
+
Ammonia is an important source of nitrogen for living systems. Although atmospheric nitrogen abounds, few living creatures are capable of utilizing this nitrogen. Nitrogen is required for the synthesis of amino acids, which are the building blocks of [[protein]]. Some plants rely on ammonia and other nitrogenous wastes incorporated into the soil by decaying matter. Others, such as nitrogen-fixing [[legume]]s, benefit from [[symbiosis|symbiotic]] relationships with [[rhizobia]] that create ammonia from atmospheric nitrogen.<ref>M.B. Adjei, K.H. Quesenberry and C.G. Chamblis. ''Nitrogen Fixation and Inoculation of Forage Legumes'' [http://edis.ifas.ufl.edu/AG152 University of Florida IFAS Extension]. June 2002.</ref>
  
Ammonia also plays a role in both normal and abnormal animal [[physiology]]. It is created through normal amino acid metabolism but is toxic at high concentrations. The [[liver]] converts ammonia to [[urea]] through a series of reactions known as the [[urea cycle]]. Liver dysfunction, such as that seen in [[cirrhosis]], may lead to elevated amounts of ammonia in the blood ([[hyperammonemia]]). Likewise, defects in enzymes (such as [[ornithine transcarbamylase]]) responsible for the urea cycle lead to hyperammonemia. This condition contributes to the confusion and [[coma]] of [[hepatic encephalopathy]], as well as the neurologic disease common in people with urea cycle defects and [[organic aciduria]]s.<ref>Zschocke, Johannes, and Georg Hoffman. ''Vademecum Metabolism.'' Friedrichsdorf, Germany: Milupa GmbH, 2004.</ref>
+
Ammonia also plays a role in both normal and abnormal animal [[physiology]]. It is created through normal amino acid metabolism but is toxic at high concentrations. The [[liver]] converts ammonia to [[urea]] through a series of reactions known as the [[urea cycle]]. Liver dysfunction, such as that seen in [[cirrhosis]], may lead to elevated amounts of ammonia in the blood ([[hyperammonemia]]). Likewise, defects in enzymes (such as [[ornithine transcarbamylase]]) responsible for the urea cycle lead to hyperammonemia. This condition contributes to the confusion and [[coma]] of [[hepatic encephalopathy]], as well as the neurologic disease common in people with urea cycle defects and [[organic aciduria]]s.<ref>Johannes Zschocke and Georg Hoffman. ''Vademecum Metabolism.'' (Friedrichsdorf, Germany: Milupa GmbH, 2004).</ref>
  
Ammonia is important for normal animal acid/base balance. Ammonium is excreted in the urine, resulting in net acid loss. Ammonia may itself diffuse across the renal tubules, combine with a hydrogen ion, and thus allow for further acid excretion.<ref>Rose, Burton, and Helmut Rennke. ''Renal Pathophysiology.'' Baltimore, Maryland: Williams & Wilkins, 1994.</ref>
+
Ammonia is important for normal animal acid/base balance. Ammonium is excreted in the urine, resulting in net acid loss. Ammonia may itself diffuse across the renal tubules, combine with a hydrogen ion, and thus allow for further acid excretion.<ref>Burton Rose and Helmut Rennke. ''Renal Pathophysiology.'' (Baltimore, Maryland: Williams & Wilkins, 1994).</ref>
  
 
== Detection and determination ==
 
== Detection and determination ==
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The sensitivity of the molecule to a broad range of excitations and the ease with which it can be observed in a number of regions has made ammonia one of the most important molecules for studies of [[molecular cloud]]s.<ref>P. T. P. Ho and C.H. Townes, 1983,
 
The sensitivity of the molecule to a broad range of excitations and the ease with which it can be observed in a number of regions has made ammonia one of the most important molecules for studies of [[molecular cloud]]s.<ref>P. T. P. Ho and C.H. Townes, 1983,
"[http://adsabs.harvard.edu/abs/1983ARA&A..21..239H Interstellar ammonia], ''Ann. Rev. Astron. Astrophys.'', vol. 21, pp. 239-70.</ref> The relative intensity of the ammonia lines can be used to measure the temperature of the emitting medium.
+
"[http://adsabs.harvard.edu/abs/1983ARA&A..21..239H Interstellar ammonia], ''Ann. Rev. Astron. Astrophys.'' 21: 239-270.</ref> The relative intensity of the ammonia lines can be used to measure the temperature of the emitting medium.
  
 
The following isotopic species of ammonia have been detected:
 
The following isotopic species of ammonia have been detected:
 
:NH<sub>3</sub>, [[Isotopes of nitrogen|<sup>15</sup>N]]H<sub>3</sub>, NH<sub>2</sub>[[Deuterium|D]], NHD<sub>2</sub>, and ND<sub>3</sub>
 
:NH<sub>3</sub>, [[Isotopes of nitrogen|<sup>15</sup>N]]H<sub>3</sub>, NH<sub>2</sub>[[Deuterium|D]], NHD<sub>2</sub>, and ND<sub>3</sub>
The detection of triply-[[deuterium|deuterated]] ammonia was considered a surprise, as deuterium is relatively scarce. It is thought that the low-temperature conditions allow this molecule to survive and accumulate.<ref>T. J. Millar, "Deuterium Fractionation in Interstellar Clouds", ''Space Science Reviews'', Vol. 106, Issue 1, pp 73-86.</ref> The ammonia molecule has also been detected in the atmospheres of the [[gas giant]] planets, including [[Jupiter (planet)|Jupiter]], along with other gases like [[methane]], [[hydrogen]], and [[helium]]. The interior of Saturn may include frozen crystals of ammonia.<ref>Edited by Kirk Munsell. Image page credit Lunar and Planetary Institute. NASA. "[http://solarsystem.nasa.gov/multimedia/display.cfm?IM_ID=166 NASA's Solar Exploration: Multimedia: Gallery: Gas Giant Interiors]". URL accessed April 26, 2006.</ref>
+
The detection of triply-[[deuterium|deuterated]] ammonia was considered a surprise, as deuterium is relatively scarce. It is thought that the low-temperature conditions allow this molecule to survive and accumulate.<ref>T. J. Millar, "Deuterium Fractionation in Interstellar Clouds," ''Space Science Reviews'' 106 (1): 73-86.</ref> The ammonia molecule has also been detected in the atmospheres of the [[gas giant]] planets, including [[Jupiter (planet)|Jupiter]], along with other gases like [[methane]], [[hydrogen]], and [[helium]]. The interior of Saturn may include frozen crystals of ammonia.<ref>Kirk Munsell. (ed.) Image page credit Lunar and Planetary Institute. NASA. [http://solarsystem.nasa.gov/multimedia/display.cfm?IM_ID=166 NASA's Solar Exploration: Multimedia: Gallery: Gas Giant Interiors]. URL accessed April 26, 2006.</ref>
  
 
== Safety precautions ==
 
== Safety precautions ==
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=== Household use ===
 
=== Household use ===
  
Solutions of ammonia (5&ndash;10% by weight) are used as household cleaners, particularly for glass. These solutions are irritating to the eyes and [[mucous membrane]]s (respiratory and digestive tracts), and to a lesser extent the skin. They should '''never''' be mixed with [[chlorine]]-containing products or strong oxidants, for example household [[bleach]], as a variety of toxic and [[carcinogen]]ic compounds are formed (such as [[chloramine]], [[hydrazine]], and chlorine gas).
+
Solutions of ammonia (5&ndash;10 percent by weight) are used as household cleaners, particularly for glass. These solutions are irritating to the eyes and [[mucous membrane]]s (respiratory and digestive tracts), and to a lesser extent the skin. They should '''never''' be mixed with [[chlorine]]-containing products or strong oxidants, for example household [[bleach]], as a variety of toxic and [[carcinogen]]ic compounds are formed (such as [[chloramine]], [[hydrazine]], and chlorine gas).
  
 
=== Laboratory use of ammonia solutions ===
 
=== Laboratory use of ammonia solutions ===
  
The hazards of ammonia solutions depend on the concentration: "dilute" ammonia solutions are usually 5&ndash;10% by weight (<5.62 mol/L); "concentrated" solutions are usually prepared at >25% by weight. A 25% (by weight) solution has a density of 0.907 g/cm³, and a solution which has a lower density will be more concentrated. The [[Directive 67/548/EEC|European Union classification]] of ammonia solutions is given in the table.
+
The hazards of ammonia solutions depend on the concentration: "dilute" ammonia solutions are usually 5&ndash;10 percent by weight (<5.62 mol/L); "concentrated" solutions are usually prepared at >25 percent by weight. A 25 percent (by weight) solution has a density of 0.907 g/cm³, and a solution which has a lower density will be more concentrated. The [[Directive 67/548/EEC|European Union classification]] of ammonia solutions is given in the table.
  
 
<!-- EU Index no. 007-001-01-2 —>
 
<!-- EU Index no. 007-001-01-2 —>
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==References==
 
==References==
  
* Bretherick, L., ed. 1986. ''Hazards in the Chemical Laboratory''. 4th ed. London: Royal Society of Chemistry. ISBN 0-85186-489-9.
+
* Abraham, Lyndy. ''Marvell and alchemy.'' (Aldershot, UK: Scolar Press, 1990. ISBN 0859677745
* Brown, Theodore E., H. Eugene LeMay, and Bruce E. Bursten. 2005. ''Chemistry: The Central Science''. 10th ed. Upper Saddle River, NJ: Prentice Hall. ISBN 0131096869 and ISBN 978-0131096868.
+
* Bretherick, L., ed. 1986. ''Hazards in the Chemical Laboratory,'' 4th ed. London: Royal Society of Chemistry. ISBN 0851864899.
* Chang, Raymond. 2006. ''Chemistry''. 9th ed. New York: McGraw-Hill Science/Engineering/Math. ISBN 0073221031.
+
* Brown, Theodore E., H. Eugene LeMay, and Bruce E. Bursten. 2005. ''Chemistry: The Central Science,'' 10th ed. Upper Saddle River, NJ: Prentice Hall. ISBN 0131096869.  
* Housecroft, Catherine E., and Alan G. Sharpe. 2001. ''Inorganic Chemistry''. 4th ed. Harlow, UK: Prentice Hall. ISBN 0582310806 and ISBN 978-0582310803.
+
* Chang, Raymond. 2006. ''Chemistry,'' 9th ed. New York: McGraw-Hill Science/Engineering/Math. ISBN 0073221031.
* McMurry, John, and Robert C. Fay. 2004. ''Chemistry''. 4th ed. Upper Saddle River, NJ: Prentice Hall. ISBN 0131402080.
+
* Housecroft, Catherine E., and Alan G. Sharpe. 2001. ''Inorganic Chemistry,'' 4th ed. Harlow, UK: Prentice Hall. ISBN 0582310806.  
* Moore, John W., Conrad L. Stanitski, and Peter C. Jurs. 2002. ''Chemistry: The Molecular Science''. New York: Harcourt College. ISBN 0030320119.
+
* McMurry, John, and Robert C. Fay. 2004. ''Chemistry,'' 4th ed. Upper Saddle River, NJ: Prentice Hall. ISBN 0131402080.
* Smith, Roland. 1994. ''Conquering chemistry''. Sydney: McGraw-Hill. ISBN 0074701460 and ISBN 9780074701461.
+
* Moore, John W., Conrad L. Stanitski, and Peter C. Jurs. 2002. ''Chemistry: The Molecular Science.'' New York: Harcourt College. ISBN 0030320119.
 +
* Smith, Roland. 1994. ''Conquering chemistry.'' Sydney: McGraw-Hill. ISBN 0074701460.
  
 
== External links ==
 
== External links ==
 
+
All links retrieved May 17, 2021.
* [http://www.cheresources.com/ammonia.shtml Ammonia: The Next Step]
+
* The Chemical Engineers' Resource Page [http://www.cheresources.com/ammonia.shtml Ammonia: The Next Step]
* [http://www.ilo.org/public/english/protection/safework/cis/products/icsc/dtasht/_icsc04/icsc0414.htm International Chemical Safety Card 0414] (anhydrous ammonia)
 
* [http://www.ilo.org/public/english/protection/safework/cis/products/icsc/dtasht/_icsc02/icsc0215.htm International Chemical Safety Card 0215] (aqueous solutions)
 
* [http://www.npi.gov.au/database/substance-info/profiles/8.html National Pollutant Inventory - Ammonia]
 
 
* [http://www.cdc.gov/niosh/npg/npgd0028.html NIOSH Pocket Guide to Chemical Hazards]
 
* [http://www.cdc.gov/niosh/npg/npgd0028.html NIOSH Pocket Guide to Chemical Hazards]
* {{ecb}}
 
 
* {{PubChemLink|222}}
 
* {{PubChemLink|222}}
* [http://www.ammoniaspills.org Emergency Response to Ammonia Fertilizer Releases (Spills)] for the Minnesota Department of Agriculture
+
* [http://www.ammoniaspills.org Emergency Response to Ammonia Fertilizer Releases (Spills)] Minnesota Department of Agriculture
* {{nist}}
+
* [http://webbook.nist.gov/cgi/cbook.cgi?Name=ammonia&Units=SI Ammonia] NIST Chemistry WebBook
* [http://www.compchemwiki.org/index.php?title=Ammonia Computational Chemistry Wiki]
 
  
 
[[Category:Physical sciences]]
 
[[Category:Physical sciences]]

Revision as of 00:56, 9 January 2023


Ammonia
AmmoniaAmmonia 3D representation
General
Systematic name Ammonia
Azane (See Text)
Other names Hydrogen nitride
Spirit of hartshorn
Nitrosil
Vaporole
Molecular formula NH3
Molar mass 17.0304 g/mol
Appearance Colorless gas with
strong pungent odor
CAS number [7664-41-7] [1]
Properties
Density and phase 0.6813 g/L, gas.
Solubility in water 89.9 g/100 ml at 0 °C.
Melting point -77.73 °C (195.42 K)
Autoignition temperature 651 °C
Boiling point -33.34 °C (239.81 K)
Acidity (pKa) ≈34
Basicity (pKb) 4.75
Structure
Molecular shape Terminus
Dipole moment 1.42 D
Bond angle 107.5°
Hazards
MSDS External MSDS
Main hazards Toxic and corrosive.
NFPA 704

NFPA 704.svg

1
3
0
 
Flash point None[1]
R/S statement R: R10, R23, R34, R50
S: S1/2, S16, S36/37/39,
S45, S61
RTECS number BO0875000
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Other ions Ammonium (NH4+)
hydroxide (NH4OH)
chloride (NH4Cl)
Related compounds Hydrazine
Hydrazoic acid
Hydroxylamine
Chloramine
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Ammonia is a chemical compound of nitrogen and hydrogen, with the formula NH3. It is a gas at standard temperature and pressure[2], has a characteristic pungent odor, and is corrosive to some materials. Liquid ammonia is a strong ionizing solvent that can dissolve alkali metals to form colored, electrically conducting solutions.

In living systems, ammonia plays several important roles, serving as a source of nitrogen for plants and helping maintain acid/base balance in animals. It is produced during the normal metabolism of amino acids and is converted to urea in the liver. Liver dysfunction may lead to toxic levels of ammonia in the blood.

Ammonia is one of the most extensively manufactured inorganic chemicals, used mainly for the production of fertilizers, explosives, and polymers. It is also the active ingredient in household glass cleaners. Substances containing ammonia or those similar to it are called ammoniacal.

Occurrence

Ammonia occurs in small quantities in the atmosphere, being produced from the putrefaction of nitrogenous animal and vegetable matter. This chemical and its salts (ammonium salts) are also present in small quantities in rainwater; ammonium chloride (called sal ammoniac) and ammonium sulfate are found in volcanic districts; and crystals of ammonium bicarbonate have been found in Patagonian guano. The kidneys excrete ammonium ions (NH4+) to neutralize excess acid.[3] Ammonium salts are also distributed in fertile soil and seawater.

History

Salts of ammonia have been known from very early times. Thus the term Hammoniacus sal[4] appears in the writings of Pliny the Elder, although it is not known whether that term is identical with the more modern sal ammoniac.[5]

As early as the thirteenth century, ammonia was known to the alchemists in the form of sal ammoniac, which was mentioned by Albertus Magnus. It was also used by dyers in the Middle Ages in the form of fermented urine to alter the color of vegetable dyes. In the fifteenth century, Basilius Valentinus (Basil Valentine) showed that ammonia could be produced by the action of alkalis on sal ammoniac. At a later period, when sal ammoniac was obtained by distilling the hoofs and horns of oxen and neutralizing the resulting carbonate with hydrochloric acid (HCl), the name "spirit of hartshorn" was applied to ammonia.

Gaseous ammonia was first isolated in 1774 by Joseph Priestley, who called it alkaline air.[6] Eleven years later, in 1785, Claude Louis Berthollet ascertained its composition.

In 1909, Fritz Haber and Carl Bosch developed a method of producing ammonia from atmospheric nitrogen. This method, called the Haber process or the Haber-Bosch process, was first used on an industrial scale by the Germans during World War I,[7] following the Allied blockade that cut off the supply of nitrates from Chile. The ammonia was used to produce explosives to sustain their war effort.[8]

Synthesis and production

Dozens of chemical plants produce ammonia around the world. In 2004, the global ammonia production was 109 million metric tons. The output from the People's Republic of China was 28.4 percent of the worldwide level, followed by India with 8.6 percent, Russia with 8.4 percent, and the United States with 8.2 percent. About 80 percent or more of the ammonia produced is used for fertilizing agricultural crops.

Before the start of World War I, most ammonia was obtained by the dry distillation[9] of nitrogenous vegetable and animal waste products, including camel dung. It was distilled by the reduction of nitrous acid and nitrites with hydrogen. Additionally, it was produced by the distillation of coal;[10] and by the decomposition of ammonium salts by alkaline hydroxides[11] such as quicklime (CaO). The salt most often used was ammonium chloride (NH4Cl), and the reaction can be written as follows.

2 NH4Cl + 2 CaO → CaCl2 + Ca(OH)2 + 2 NH3

Today, the typical modern ammonia-producing plant first converts natural gas (that is, methane) or liquified petroleum gas (mainly propane and butane) or petroleum naphtha into gaseous hydrogen. Starting with a natural gas feedstock, hydrogen is produced as follows.

  • The first step in the process is to remove sulfur compounds from the feedstock because sulfur deactivates the catalysts used in subsequent steps. Sulfur removal requires catalytic hydrogenation to convert sulfur compounds in the feedstocks to gaseous hydrogen sulfide:
H2 + RSH → RH + H2S(g)
  • The gaseous hydrogen sulfide is then absorbed and removed by passing it through beds of zinc oxide where it is converted to solid zinc sulfide:
H2S + ZnO → ZnS + H2O
  • Catalytic steam reforming of the sulfur-free feedstock is then used to form hydrogen plus carbon monoxide:
CH4 + H2O → CO + 3 H2
CO + H2O → CO2 + H2
  • The carbon dioxide is then removed either by absorption in aqueous ethanolamine solutions or by adsorption in pressure swing adsorbers (PSA) using proprietary solid adsorption media.
  • The final step in producing the hydrogen is to use catalytic methanation to remove any small residual amounts of carbon monoxide or carbon dioxide from the hydrogen:
CO + 3 H2 → CH4 + H2O
CO2 + 4 H2 → CH4 + 2 H2O
  • To produce the desired end-product ammonia, the hydrogen is then catalytically reacted with nitrogen (derived from process air) to form anhydrous liquid ammonia. This step is known as the ammonia synthesis loop (also referred to as the Haber-Bosch process):
3 H2 + N2 → 2 NH3

The steam reforming, shift conversion, carbon dioxide removal and methanation steps each operate at absolute pressures of about 25 to 35 bar, and the ammonia synthesis loop operates at absolute pressures ranging from 60 to 180 bar, depending on the proprietary design used.

Biosynthesis

In certain organisms, ammonia is produced from atmospheric nitrogen (N2) by enzymes called nitrogenases. The overall process is called nitrogen fixation. Intense efforts have been directed toward understanding the mechanism of biological nitrogen fixation. The scientific interest in this problem is motivated by the unusual structure of the active site of the enzyme, which consists of an Fe7MoS9 ensemble.

Ammonia is also a metabolic product of amino acid deamination. In humans, it is quickly converted to urea, which is much less toxic. This urea is a major component of the dry weight of urine.

Properties

Ammonia is a colorless gas with a characteristic pungent smell. It is lighter than air, its density being 0.589 times that of air. It is easily liquefied; the liquid boils at -33.3 °C and solidifies at -77.7 °C to a mass of white crystals.

An ammonia molecule has the shape of a trigonal pyramid. This shape makes the molecule polar, so that ammonia readily dissolves in water. The nitrogen atom in the molecule has a lone electron pair, and ammonia acts as a base. It means that, when in aqueous solution, it can take a proton from water to produce a hydroxide anion (OH) and an ammonium cation (NH4+), which has the shape of a regular tetrahedron. The degree to which ammonia forms the ammonium ion depends predominantly on the pH of the solution—at "physiological" pH (around 7), about 99 percent of the ammonia molecules are protonated. Temperature and salinity are additional factors in the proportion of NH4+.

The maximum concentration of ammonia in water (a saturated solution) has a density of 0.880 g /cm³ and is often known as '.880 Ammonia'. All the ammonia contained in an aqueous solution of the gas may be expelled by boiling.

Liquid ammonia possesses strong ionizing powers (ε = 22), and solutions of salts in liquid ammonia have been extensively studied. Liquid ammonia has a very high standard enthalpy change of vaporization (23.35 kJ/mol).[12][13] It can therefore be used in laboratories in non-insulated vessels at room temperature, even though it is well above its boiling point.

Ammonia does not sustain combustion, and it does not burn readily unless mixed with oxygen, when it burns with a pale yellowish-green flame. At high temperature and in the presence of a suitable catalyst, ammonia is decomposed into its constituent elements. Chlorine catches fire when passed into ammonia, forming nitrogen and hydrochloric acid; unless the ammonia is present in excess, the highly explosive nitrogen trichloride (NCl3) is also formed.

The ammonia molecule readily undergoes nitrogen inversion at room temperature—that is, the nitrogen atom passes through the plane of symmetry of the three hydrogen atoms. A useful analogy is an umbrella turning itself inside out in a strong wind. The energy barrier to this inversion is 24.7 kJ/mol in ammonia, and the resonance frequency is 23.79 GHz, corresponding to microwave radiation of a wavelength of 1.260 cm. The absorption at this frequency was the first microwave spectrum to be observed.[14]

In commercial usage, ammonia can be in the anhydrous form (that is, not dissolved in water) or an aqueous solution (that is, dissolved in water) referred to as ammonium hydroxide. Anhydrous ammonia must be stored under pressure or at low temperature to maintain it as a liquid. The strength of ammonium hydroxide is measured in units of baume (density), with 26 degrees baume (about 30 percent ammonia by weight, at 15.5 °C) being the typical high-concentration commercial product.[15] Household ammonia ranges in concentration from 5 to 10 percent ammonia by weight.

Formation of salts

Hydrochloric acid (in the beaker) releases HCl fumes that react with ammonia fumes (from the test tube) to produce a white smoke of ammonium chloride.

One of the most characteristic properties of ammonia is its power of combining directly with acids to form salts. Thus, with hydrochloric acid it forms ammonium chloride (sal ammoniac); with nitric acid, ammonium nitrate; and so forth. Perfectly dry ammonia, however, will not combine with perfectly dry hydrogen chloride (a gas), as moisture is necessary to bring about the reaction.[16]

NH3 + HClNH4Cl

The salts produced by the action of ammonia on acids are known as the ammonium salts and all contain the ammonium ion (NH4+).

Acidity

Although ammonia is well-known as a base, it can also act as an extremely weak acid. It is a protic substance, and is capable of dissociation into the amide (NH2) ion. For example, when solid lithium nitride is added to liquid ammonia, a lithium amide solution is formed:

Li3N(s)+ 2 NH3 (l) → 3 Li+(am) + 3 NH2(am)

This is a Brønsted-Lowry acid-base reaction in which ammonia acts as an acid.

Formation of other compounds

In reactions with organic compounds, ammonia can act as a nucleophile in substitution reactions. For example, it reacts with alkyl halides to form amines. Methylamine is prepared commercially by the reaction of ammonia with chloromethane, and the reaction of ammonia with 2-bromopropanoic acid has been used to prepare alanine in 70 percent yield. Ethanolamine is prepared by a ring-opening reaction with ethylene oxide: the reaction is sometimes allowed to go further to produce diethanolamine and triethanolamine.

Amides can be prepared by the reaction of ammonia with a number of carboxylic acid derivatives. Acyl chlorides are the most reactive, but the ammonia must be present in at least a twofold excess to neutralize the hydrogen chloride formed. Esters and anhydrides also react with ammonia to form amides. Ammonium salts of carboxylic acids can be dehydrated to amides so long as there are no thermally sensitive groups present: temperatures of 150–200 °C are required.

The hydrogen in ammonia is capable of replacement by metals. Thus, magnesium burns in the gas with the formation of magnesium nitride (Mg3N2), and when the gas is passed over heated sodium or potassium, sodamide (NaNH2) and potassamide (KNH2) are formed, respectively. Where necessary in substitutive nomenclature, IUPAC recommendations prefer the name azane to ammonia: hence chloramine would be named chloroazane in substitutive nomenclature, not chloroammonia.

Ammonia as a ligand

A ball-and-stick model of the diamminesilver(I) cation, [Ag(NH3)2]+. The ball in the middle represents the silver atom.

Ammonia can act as a ligand in transition metal complexes. For historical reasons, ammonia is named ammine in the nomenclature of coordination compounds. Some notable ammine complexes include:

  • Tetraamminecopper(II), [Cu(NH3)4]2+, a characteristic dark blue complex formed by adding ammonia to solutions of copper(II) salts.
  • Diamminesilver(I), [Ag(NH3)2]+, the active species in Tollens' reagent. Formation of this complex can also help distinguish between precipitates of the different silver halides: AgCl is soluble in dilute (2 Molar) ammonia solution, AgBr is only soluble in concentrated ammonia solution while AgI is insoluble in aqueous solution of ammonia.

Ammine complexes of chromium(III) were known in the late nineteenth century, and formed the basis of Alfred Werner's theory of coordination compounds. Werner noted that only two isomers (fac- and mer-) of the complex [CrCl3(NH3)3] could be formed, and concluded that the ligands must be arranged around the metal ion at the vertices of an octahedron. This has since been confirmed by X-ray crystallography.

An ammine ligand bound to a metal ion is markedly more acidic than a free ammonia molecule, although deprotonation in aqueous solution is still rare. One example is the Calomel reaction, where the resulting amidomercury(II) compound is highly insoluble.

Hg2Cl2 + 2 NH3 → Hg + HgCl(NH2) + NH4+ + Cl

Liquid ammonia as a solvent

Liquid ammonia is the best-known and most widely studied nonaqueous ionizing solvent. Its most conspicuous property is its ability to dissolve alkali metals to form highly colored, electrically conducting solutions containing solvated electrons.

Apart from these remarkable solutions, much of the chemistry in liquid ammonia can be classified by analogy with related reactions in aqueous solutions. Comparison of the physical properties of NH3 with those of water shows that NH3 has the lower melting point, boiling point, density, viscosity, dielectric constant and electrical conductivity. These properties are due at least in part to the weaker hydrogen bonding in NH3 and the fact that such bonding cannot form cross-linked networks in the way water molecules do.[17]

Solutions of salts in liquid ammonia

Given that liquid ammonia is an ionizing solvent, it can dissolve a range of ionic compounds, including many nitrates, nitrites, cyanides, and thiocyanates. Most ammonium salts are soluble, and these salts act as acids in liquid ammonia solutions. The solubility of halide salts increases from fluoride to iodide. The solubilities of some salts are given below.

  Solubility (g of salt per 100 g liquid NH3)
Ammonium acetate 253.2
Ammonium nitrate 389.6
Lithium nitrate 243.7
Sodium nitrate 97.6
Potassium nitrate 10.4
Sodium fluoride 0.35
Sodium chloride 3.0
Sodium bromide 138.0
Sodium iodide 161.9
Sodium thiocyanate 205.5

Solutions of metals in liquid ammonia

Liquid ammonia will dissolve alkali metals and other electropositive metals such as calcium, strontium, barium, europium, and ytterbium. At low concentrations (<0.06 mol/L), deep blue solutions are formed. These contain metal cations and solvated electrons, free electrons that are surrounded by a cage of ammonia molecules.

These solutions are very useful as strong reducing agents. At higher concentrations, the solutions are metallic in appearance and in electrical conductivity. At low temperatures, the two types of solution can coexist as immiscible phases.

Uses

Nitric acid production

The most important single use of ammonia is in the production of nitric acid. A mixture of one part ammonia to nine parts air is passed over a platinum gauze catalyst at 850 °C, whereupon the ammonia is oxidized to nitric oxide.

4 NH3 + 5 O2 → 4 NO + 6 H2O

The catalyst is essential, as the normal oxidation (or combustion) of ammonia gives dinitrogen and water: the production of nitric oxide is an example of kinetic control. As the gas mixture cools to 200–250 °C, the nitric oxide is in turn oxidized by the excess of oxygen present in the mixture, to give nitrogen dioxide. This is reacted with water to give nitric acid for use in the production of fertilizers and explosives.

Ammonia solution is also used as universal indicator that could be used to test for different gases that require a universal indicator solution to show the gases were present.

Fertilizer

In addition to serving as a fertilizer ingredient, ammonia can also be used directly as a fertilizer by forming a solution with irrigation water, without additional chemical processing. The latter use allows for the continuous growing of nitrogen-dependent crops such as maize (corn) without crop rotation, but this type of use leads to poor soil health.

Refrigeration

Ammonia's thermodynamic properties made it one of the refrigerants commonly used in refrigeration units prior to the discovery of dichlorodifluoromethane[18] in 1928, also known as Freon or R12.

This use of ammonia suffers from several disadvantages. It is a toxic gas, an irritant, and corrosive to copper alloys. Also, over a kilogram is needed for even a miniature fridge. With an ammonia refrigerant, the ever-present risk of an escape brings with it a risk to life. However data on ammonia escapes has shown this to be an extremely small risk in practice, and there is consequently no control on the use of ammonia refrigeration in densely populated areas and buildings in almost all jurisdictions in the world.

Its use in domestic refrigeration has been mostly replaced by CFCs and HFCs in the First World, which are more or less non-toxic and non-flammable, and butane and propane in the Third World, which despite their high flammability do not seem to have produced any significant level of accidents. Ammonia has continued to be used for miniature and multifuel fridges, such as in minibars and caravans.

These ammonia absorption cycle domestic refrigerators do not use compression and expansion cycles, but are driven by temperature differences. However the energy efficiency of such refrigerators is relatively low. Today, the smallest refrigerators mostly use solid state peltier thermopile heat pumps rather than the ammonia absorption cycle.

Ammonia continues to be used as a refrigerant in large industrial processes such as bulk icemaking and industrial food processing. As haloalkanes are thought to be major contributors to ozone depletion in the upper atmosphere, ammonia is again seeing increasing use as a refrigerant.

Disinfectant

Occasionally, ammonia is added to drinking water along with chlorine to form chloramine, a disinfectant. Unlike chlorine on its own, chloramine does not combine with organic (carbon-containing) materials to form carcinogenic halomethanes such as chloroform.

Fuel

Liquid ammonia was used as the fuel of the rocket airplane, the X-15. Although not as powerful as other fuels, it left no soot in the reusable rocket engine, and has about the same density as the oxidizer, liquid oxygen, which simplified the aircraft's keeping the same center of gravity in flight.

Cigarettes

During the 1960s, tobacco companies such as Brown & Williamson and Philip Morris began using ammonia in cigarettes. The addition of ammonia enhances the delivery of nicotine into the bloodstream. As a result, nicotine’s reinforcement effect was enhanced, increasing its addictive ability without increasing the proportion of nicotine.[19]

Role in biologic systems and human disease

Ammonia is an important source of nitrogen for living systems. Although atmospheric nitrogen abounds, few living creatures are capable of utilizing this nitrogen. Nitrogen is required for the synthesis of amino acids, which are the building blocks of protein. Some plants rely on ammonia and other nitrogenous wastes incorporated into the soil by decaying matter. Others, such as nitrogen-fixing legumes, benefit from symbiotic relationships with rhizobia that create ammonia from atmospheric nitrogen.[20]

Ammonia also plays a role in both normal and abnormal animal physiology. It is created through normal amino acid metabolism but is toxic at high concentrations. The liver converts ammonia to urea through a series of reactions known as the urea cycle. Liver dysfunction, such as that seen in cirrhosis, may lead to elevated amounts of ammonia in the blood (hyperammonemia). Likewise, defects in enzymes (such as ornithine transcarbamylase) responsible for the urea cycle lead to hyperammonemia. This condition contributes to the confusion and coma of hepatic encephalopathy, as well as the neurologic disease common in people with urea cycle defects and organic acidurias.[21]

Ammonia is important for normal animal acid/base balance. Ammonium is excreted in the urine, resulting in net acid loss. Ammonia may itself diffuse across the renal tubules, combine with a hydrogen ion, and thus allow for further acid excretion.[22]

Detection and determination

Ammonia and ammonium salts can be readily detected, in very minute traces, by the addition of Nessler's solution, which gives a distinct yellow coloration in the presence of the least trace of ammonia or ammonium salts. Sulfur sticks are burnt to detect small leaks in industrial ammonia refrigeration systems. Larger quantities can be detected by warming the salts with a caustic alkali or with quicklime, when the characteristic smell of ammonia will be at once apparent. The amount of ammonia in ammonium salts can be estimated quantitatively by distillation of the salts with sodium or potassium hydroxide, the ammonia evolved being absorbed in a known volume of standard sulfuric acid and the excess of acid then determined volumetrically; or the ammonia may be absorbed in hydrochloric acid and the ammonium chloride so formed precipitated as ammonium hexachloroplatinate, (NH4)2PtCl6.

Interstellar space

Ammonia was first detected in interstellar space in 1968, based on microwave emissions from the direction of the galactic core.[23] This was the first polyatomic molecule to be so detected.

The sensitivity of the molecule to a broad range of excitations and the ease with which it can be observed in a number of regions has made ammonia one of the most important molecules for studies of molecular clouds.[24] The relative intensity of the ammonia lines can be used to measure the temperature of the emitting medium.

The following isotopic species of ammonia have been detected:

NH3, 15NH3, NH2D, NHD2, and ND3

The detection of triply-deuterated ammonia was considered a surprise, as deuterium is relatively scarce. It is thought that the low-temperature conditions allow this molecule to survive and accumulate.[25] The ammonia molecule has also been detected in the atmospheres of the gas giant planets, including Jupiter, along with other gases like methane, hydrogen, and helium. The interior of Saturn may include frozen crystals of ammonia.[26]

Safety precautions

Toxicity and storage information

The toxicity of ammonia solutions does not usually cause problems for humans and other mammals, as a specific mechanism exists to prevent its build-up in the bloodstream. Ammonia is converted to carbamoyl phosphate by the enzyme carbamoyl phosphate synthase, and then enters the urea cycle to be either incorporated into amino acids or excreted in the urine. However fish and amphibians lack this mechanism, as they can usually eliminate ammonia from their bodies by direct excretion. Even at dilute concentrations of ammonia are highly toxic for aquatic animals, and for this reason it is classified as dangerous for the environment. Ammonium compounds should never be allowed to come in contact with bases (unless an intended and contained reaction), as dangerous quantities of ammonia gas could be released.

Household use

Solutions of ammonia (5–10 percent by weight) are used as household cleaners, particularly for glass. These solutions are irritating to the eyes and mucous membranes (respiratory and digestive tracts), and to a lesser extent the skin. They should never be mixed with chlorine-containing products or strong oxidants, for example household bleach, as a variety of toxic and carcinogenic compounds are formed (such as chloramine, hydrazine, and chlorine gas).

Laboratory use of ammonia solutions

The hazards of ammonia solutions depend on the concentration: "dilute" ammonia solutions are usually 5–10 percent by weight (<5.62 mol/L); "concentrated" solutions are usually prepared at >25 percent by weight. A 25 percent (by weight) solution has a density of 0.907 g/cm³, and a solution which has a lower density will be more concentrated. The European Union classification of ammonia solutions is given in the table.

Concentration
by weight
Molarity Classification R-Phrases
5–10% 2.87–5.62 mol/L Irritant (Xi) R36/37/38
10–25% 5.62–13.29 mol/L Corrosive (C) R34
>25% >13.29 mol/L Corrosive (C)
Dangerous for
the environment (N)
R34, R50
S-Phrases: S1/2, S16, S36/37/39, S45, S61.

The ammonia vapor from concentrated ammonia solutions is severely irritating to the eyes and the respiratory tract, and these solutions should only be handled in a fume hood. Saturated ("0.880") solutions can develop a significant pressure inside a closed bottle in warm weather, and the bottle should be opened with care: this is not usually a problem for 25% ("0.900") solutions.

Ammonia solutions should not be mixed with halogens, as toxic and/or explosive products are formed. Prolonged contact of ammonia solutions with silver, mercury or iodide salts can also lead to explosive products: such mixtures are often formed in qualitative chemical analysis, and should be acidified and diluted before disposal once the test is completed.

Laboratory use of anhydrous ammonia (gas or liquid)

Anhydrous ammonia is classified as toxic (T) and dangerous for the environment (N). The gas is flammable (autoignition temperature: 651 °C) and can form explosive mixtures with air (16–25%). The permissible exposure limit (PEL) in the United States is 50 ppm (35 mg/m3), while the IDLH concentration is estimated at 300 ppm. Repeated exposure to ammonia lowers the sensitivity to the smell of the gas: normally the odor is detectable at concentrations of less than 0.5 ppm, but desensitized individuals may not detect it even at concentrations of 100 ppm. Anhydrous ammonia corrodes copper- and zinc-containing alloys, and so brass fittings should not be used for handling the gas. Liquid ammonia can also attack rubber and certain plastics.

Ammonia reacts violently with the halogens, and causes the explosive polymerization of ethylene oxide. It also forms explosive compounds with compounds of gold, silver, mercury, germanium or tellurium, and with stibine. Violent reactions have also been reported with acetaldehyde, hypochlorite solutions, potassium ferricyanide and peroxides.

See also

Notes

  1. MSDS Sheet. from W.D. Service Co. Retrieved January 9, 2008.
  2. In this case, "standard temperature and pressure" refers to a temperature of 25 °C and a pressure of 100 kilopascals.
  3. B. Kirschbaum, D. Sica, and F.P. Anderson electrolytes and the urine anion and osmolar gaps.. Retrieved January 12, 2008.
  4. Webmineral website. accessed August 27 2006
  5. Ibid.
  6. Lyndy Abraham. Marvell and alchemy. (Aldershot Scolar, 1990).
  7. BBC.co.uk. URL last accessed April 24 2006
  8. Roland Smith. Conquering Chemistry. (Sydney: McGraw-Hill, 2001)
  9. Nobel Prize in Chemistry (1918) - Haber process. URL last accessed April 24 2006
  10. Smith
  11. The Guide to Life: the Universe and Everything.BBC.co.uk. March 19, 2003 "Chemistry of the Group 2 Elements - Be, Mg, Ca, Sr, Ba, Ra" URL last accessed April 24 2006
  12. The "standard enthalpy change of vaporization," less correctly known as the "heat of vaporization," is the energy required to transform a given quantity of a substance into a gas.
  13. By comparison, the standard enthalpy change of vaporization for water is 40.65 kJ/mol; for methane is 8.19 kJ/mol; for phosphine is 14.6 kJ/mol.
  14. C. E. Cleeton and N. H. Williams, 1934 - Online version; archive. Electromagnetic Waves of 1.1 cm Wave-Length and the Absorption Spectrum of Ammonia. Received December 21, 1933.
  15. LaRoche Ammonium hydroxide physical properties.
  16. H. B. Baker, (1894). J. Chem. Soc. 65: 612.
  17. Each NH3 molecule has only 1 lone-pair of electrons, compared with 2 for each H2O molecule. The ionic self-dissociation constant of liquid NH3 at −50 °C is approximately 10-33 mol2•l-2.
  18. Dichlorodifluoromethane by Aaron Vorderstrasse, Western Oregon University.
  19. Alix M. Freedman, "'Impact Booster': Tobacco Firm Shows How Ammonia Spurs Delivery of Nicotine," The Wall Street Journal, Dec. 28, 1995.
  20. M.B. Adjei, K.H. Quesenberry and C.G. Chamblis. Nitrogen Fixation and Inoculation of Forage Legumes University of Florida IFAS Extension. June 2002.
  21. Johannes Zschocke and Georg Hoffman. Vademecum Metabolism. (Friedrichsdorf, Germany: Milupa GmbH, 2004).
  22. Burton Rose and Helmut Rennke. Renal Pathophysiology. (Baltimore, Maryland: Williams & Wilkins, 1994).
  23. A.C. Cheung, D.M. Rank, C.H. Townes, D.D. Thornton, and W.J. Welch, 1968, "Detection of NH3 molecules in the interstellar medium by their microwave emission," Phys. Rev. Lett. 21, 1701.
  24. P. T. P. Ho and C.H. Townes, 1983, "Interstellar ammonia, Ann. Rev. Astron. Astrophys. 21: 239-270.
  25. T. J. Millar, "Deuterium Fractionation in Interstellar Clouds," Space Science Reviews 106 (1): 73-86.
  26. Kirk Munsell. (ed.) Image page credit Lunar and Planetary Institute. NASA. NASA's Solar Exploration: Multimedia: Gallery: Gas Giant Interiors. URL accessed April 26, 2006.
  • This article incorporates text from the Encyclopædia Britannica Eleventh Edition, a publication now in the public domain.

References
ISBN links support NWE through referral fees

  • Abraham, Lyndy. Marvell and alchemy. (Aldershot, UK: Scolar Press, 1990. ISBN 0859677745
  • Bretherick, L., ed. 1986. Hazards in the Chemical Laboratory, 4th ed. London: Royal Society of Chemistry. ISBN 0851864899.
  • Brown, Theodore E., H. Eugene LeMay, and Bruce E. Bursten. 2005. Chemistry: The Central Science, 10th ed. Upper Saddle River, NJ: Prentice Hall. ISBN 0131096869.
  • Chang, Raymond. 2006. Chemistry, 9th ed. New York: McGraw-Hill Science/Engineering/Math. ISBN 0073221031.
  • Housecroft, Catherine E., and Alan G. Sharpe. 2001. Inorganic Chemistry, 4th ed. Harlow, UK: Prentice Hall. ISBN 0582310806.
  • McMurry, John, and Robert C. Fay. 2004. Chemistry, 4th ed. Upper Saddle River, NJ: Prentice Hall. ISBN 0131402080.
  • Moore, John W., Conrad L. Stanitski, and Peter C. Jurs. 2002. Chemistry: The Molecular Science. New York: Harcourt College. ISBN 0030320119.
  • Smith, Roland. 1994. Conquering chemistry. Sydney: McGraw-Hill. ISBN 0074701460.

External links

All links retrieved May 17, 2021.

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