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Carbamic acid
Carbamic acid.svg
IUPAC name
Identifiers
CAS number 463-77-4 Yes check.svgY
PubChem 277
MeSH Carbamic+acid
SMILES
InChI
InChI key KXDHJXZQYSOELW-UHFFFAOYAC
ChemSpider ID 271
Properties
Molecular formula CH3NO2
Molar mass 61.040 g/mol
Related compounds
Related compounds Dithiocarbamate
 Yes check.svgY (what is this?)  (verify)
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]

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.

Carbamates

Carbamate is an ester of carbamic acid. Methyl carbamate is the simplest ester of carbamic acid.

Some esters have use as muscle relaxants,[2] while others are used as insecticides, for example aldicarb.[3]

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 9780781743815. http://books.google.de/books?id=a3L7eYbsyhkC&pg=PT24.  
  2. ^ 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. http://books.google.de/books?id=CeibVy3-LSMC&pg=PA495.  
  3. ^ 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. PMID 3304999. PMC 1474664. http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1474664/.  
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