Carbamic acid
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| Names | |
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| IUPAC name
Carbamic acid
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| MeSH | Carbamic+acid |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| CH3NO2 | |
| Molar mass | 61.040 g/mol |
| Related compounds | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Carbamic acid is a compound that is unstable under normal circumstances. It is technically the simplest amino acid, though its instability (and the unique nature of the carboxyl-nitrogen bond) allows glycine to assume this title. Its importance is due more to its relevance in identifying the names of larger compounds. [1]
The radical is called "carbamoyl". "Carbamoyltransferases" are transferase enzymes classified under EC number 2.1.3.
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carbamic acid group -
carbamate group -
carbamoyl group
Carbamic acids are intermediates in the decomposition of carbamate protecting groups; the hydrolysis of an ester bond produces carbamic acid the evolution of carbon dioxide drives the deprotection reaction forward, yielding the unprotected amine.
Carbamic acid is an important molecule in living systems[2] where it is thought to be produced enzymatically from urea.
Carbamates
Carbamate is an ester of carbamic acid. Methyl carbamate is the simplest ester of carbamic acid.
Some esters have use as muscle relaxants,[3] while others are used as insecticides, for example aldicarb.[4]
See also
References
- ^ Thomas L. Lemke. (2003). Review of organic functional groups : introduction to medicinal organic chemistry. Philadelphia, Pa.: Lippincott Williams & Wilkins. p. 63. ISBN 9780781743815.
- ^ R.K. Khanna, M.H. Moore. (1998). "A 55". Carbamic acid: molecular structure and IR spectra (pii: S1386-1425(98)00228-5) (PDF). Greenbelt, MD.: Elsevier. p. 961-967.
- ^ ed. by John H. Block, John M. Beale. (2004). "Central Nervous System Depressant". Wilson and Gisvold's textbook of organic medicinal and pharmaceutical chemistry. Philadelphia, Pa.: Lippincott Williams & Wilkins. p. 495. ISBN 9780781734813.
{{cite book}}:|author=has generic name (help) - ^ Risher, JF; Mink, FL; Stara, JF (1987). "The toxicologic effects of the carbamate insecticide aldicarb in mammals: a review". Environmental health perspectives. 72: 267–81. doi:10.2307/3430304. JSTOR 3430304. PMC 1474664. PMID 3304999.
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