Ammonium

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A ball-and-stick model of the ammonium cation
A ball-and-stick model of the ammonium cation
Ammonium is also an old name for the Siwa Oasis in western Egypt.

The ammonium cation is a positively charged polyatomic cation of the chemical formula NH4+. It has a formula weight of 18.05 and is formed by protonation of ammonia (NH3). The resulting ion has a pKa of 9.25. Ammonium and aminium are also general names for positively charged or protonated substituted amines and quaternary ammonium cations N+R4, where one or more hydrogen atoms are replaced by organic radical groups (which could be symbolized as R).

Contents

Chemistry

Fumes from hydrochloric acid and ammonia forming a white cloud of ammonium chloride
Fumes from hydrochloric acid and ammonia forming a white cloud of ammonium chloride

Ammonia is a weak base; it reacts with Bronsted acids (proton donors) to give the ammonium ion. When ammonia is dissolved in water, a significant amount of it reacts with the hydronium ions in water to give ammonium ions as well. The resultant ammonium ion is a comparatively strong conjugate acid, and reacts with any base, returning to the uncharged ammonia molecule. In aqueous solution, the degree to which ammonia forms the ammonium ion depends on the pH of the solution.

The lone electron pair on the nitrogen (N) in ammonia is represented as a pair of dots. This electron pair forms the bond with a proton H+.
The lone electron pair on the nitrogen (N) in ammonia is represented as a pair of dots. This electron pair forms the bond with a proton H+.

In an ammonium ion, the nitrogen atom forms four covalent bonds, instead of three as in ammonia, forming a structure which is isoelectronic to molecule of methane and so is energetically favorable.

Formation of ammonium compounds can also occur in the vapor phase; for example, when ammonia vapor comes in contact with hydrogen chloride vapor, a white cloud of ammonium chloride forms, which eventually settles out as a solid in a thin white layer on surfaces. Ammonium cations resemble alkali metal ions like Na+ or K+ and can be found in salts such as ammonium bicarbonate, ammonium chloride, and ammonium nitrate. Most simple ammonium salts are very water soluble.

Reduction of the ammonium cation gives ammonia gas and hydrogen.citation needed

2NH4+ + 2e → 2NH3 + H2

Ammonium radicals may dissolve in mercury to form an amalgam. Practically, it may be accomplished by the electrolysis of an ammonium solution with a mercury electrode.[1] This amalgam spontaneously decomposes to give ammonia and hydrogen.[2]

Substituted ammonium ions

Any hydrogen in the ammonium ion can be substituted with an alkyl (or other organic radical) group to form a substituted ammonium ion, also called aminium ion; see amine for details. Depending on the number of organic radical groups, it is called a primary, a secondary, a tertiary, or a quaternary ammonium cation. They exist in an equilibrium with the respective substituted amine, depending on the pH.

Only quaternary ammonium cations are permanently charged. These cations, e.g. the tetra-n-butylammonium cation are sometimes used to replace sodium or potassium ions to increase the overall compound's solubility in organic solvents, based on HSAB principles. Quaternary ammonium salts are often used as phase-transfer catalysts for the same reason.

An example of a reaction forming an ammonium ion is that between dimethylamine, (CH3)2NH, with an acid to give the dimethylaminium cation, (CH3)2NH2+:

Biology

Main article: Excretion

Ammonium ions are a toxic waste product of the metabolism in animals. In fish and aquatic invertebrates, it is excreted directly into the water. In mammals, sharks, and amphibians, it is converted in the urea cycle to urea, because it is less toxic and can be stored more efficiently. In birds, reptiles, and terrestrial snails, metabolic ammonium is converted into uric acid, which is solid, and can therefore be excreted with minimal water loss. [3]

Ammonium is toxic to humans in high concentrations, and can cause injury to the mucosal lining of the lung, or alkali burns. [4]

See also

References

  1. ^ Pseudo-binary compounds
  2. ^ "Ammonium Salts". VIAS Encyclopedia. 
  3. ^ Campbell, Neil A.; Jane B. Reece (2002). "44", Biology, 6th edition, San Francisco, California: Pearson Education, Inc., 937-938. ISBN 0-8053-6624-5. 
  4. ^ "Ammonia Toxicity".

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  • This page was last modified on 4 October 2008, at 03:50.

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