Carbamic acid

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


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


  1. ^ Thomas L. Lemke. (2003). Review of organic functional groups : introduction to medicinal organic chemistry. Philadelphia, Pa.: Lippincott Williams & Wilkins. p. 63. ISBN 9780781743815. 
  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 9780781734813. 
  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.