Carbamic acid

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Carbamic acid
IUPAC name

Carbamic acid

Other names

Aminomethanoic Acid

Identifiers
CAS number 463-77-4 YesY
PubChem 277
ChemSpider 271 YesY
DrugBank DB04261
KEGG C01563 YesY
MeSH Carbamic+acid
ChEBI CHEBI:28616 YesY
ChEMBL CHEMBL125278 YesY
Jmol-3D images Image 1
Properties
Molecular formula CH3NO2
Molar mass 61.040 g/mol
Related compounds
Related compounds Formamide
Dithiocarbamate
Carbonic acid
Urea
Ethyl carbamate
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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] Carbamic acid itself has not been synthesized or characterized by any experimental technique.[2]

The radical is called "carbamoyl". "Carbamoyltransferases" are transferase enzymes classified under EC number 2.1.3.

  • 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.

Carbamates

Main article: Carbamate

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

  1. ↑ Thomas L. Lemke. (2003). Review of organic functional groups : introduction to medicinal organic chemistry. Philadelphia, Pa.: Lippincott Williams & Wilkins. p. 63. ISBN 978-0-7817-4381-5. 
  2. ↑ R.K. Khanna, M.H. Moore. (1998). "A 55". Carbamic acid: molecular structure and IR spectra (pii: S1386-1425(98)00228-5). Greenbelt, MD.: Elsevier. pp. 961–967. 
  3. ↑ 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 978-0-7817-3481-3. 
  4. ↑ 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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