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Open Access Articles- Top Results for Carbamic acid

Carbamic acid

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Carbamic acid

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This page is a soft redirect. Names

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IUPAC name
Carbamic acid
Other names
Aminomethanoic Acid
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463-77-4 7pxY ChEBI CHEBI:28616 7pxY ChEMBL ChEMBL125278 7pxY ChemSpider 271 7pxY DrugBank DB04261 7pxY Jmol-3D images Image KEGG C01563 7pxY MeSH Carbamic+acid PubChem Template:Chembox PubChem/format colspan=2 style="background:#f8eaba; border-top:2px solid transparent; border-bottom:2px solid transparent; text-align:center;" #REDIRECTmw:Help:Magic words#Other
This page is a soft redirect. Properties

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CH3NO2 Molar mass 61.040 g/mol colspan=2 style="background:#f8eaba; border-top:2px solid transparent; border-bottom:2px solid transparent; text-align:center;" #REDIRECTmw:Help:Magic words#Other
This page is a soft redirect. Related compounds

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Related compounds
Formamide
Dithiocarbamate
Carbonic acid
Urea
Ethyl carbamate
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 the compound with the formula H2NCO2H. The attachment of the acid group to an nitrogen or amine (instead of carbon) distinguishes it from carboxylic acid and an amide. Many derivatives and analogues of carbamic acid are known. They are generally unstable, reverting to the parent amine and carbon dioxide.[1] The deprotonated anion (or conjugate base) of this functional group is a carbamate. Carbamic acid is a planar molecule.[2]

Occurrence

Carbamic acid is an intermediate in the production of urea, which involves the reaction of carbon dioxide and ammonia.[3]

CO2 + NH3 → H2N-CO2H
H2N-CO2H + NH3 → CO(NH2)2 + H2O

"Carbamoyltransferases" are transferase enzymes classified under EC number 2.1.3.

Derivatives of carbamic acid

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 usually refer to esters of carbamic acid. Methyl carbamate is the simplest ester of carbamic acid. Unlike carbamic acids, the esters are stable. They are prepared by reaction of carbamoyl chlorides with alcohols, the addition of alcohols to isocyanates, and the reaction of carbonate esters with ammonia.[4]

Some esters have use as muscle relaxants,[5] while others are used as insecticides, for example aldicarb.[6]

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) (PDF). Greenbelt, MD.: Elsevier. pp. 961–967. 
  3. ^ Meessen, J. H.; Petersen, H. (2005), "Urea", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.a27_333 
  4. ^ Peter Jäger, Costin N. Rentzea and Heinz Kieczka "Carbamates and Carbamoyl Chlorides" in Ullmann's Encyclopedia of Industrial Chemistry, 2012, Wiley-VCH, Weinheim. doi:10.1002/14356007.a05_051
  5. ^ 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. 
  6. ^ 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. JSTOR 3430304. PMC 1474664. PMID 3304999. doi:10.2307/3430304. 

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