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Methyl carbamate



Methyl carbamate
IUPAC name Methyl carbamate
Identifiers
CAS number 598-55-0
PubChem 11722
SMILES COC(=O)N
Properties
Molecular formula C2H5NO2
Molar mass 89.09 g/mol
Melting point

52 °C, 325 K, 126 °F

Boiling point

177 °C, 450 K, 351 °F

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Methyl carbamate (also called methylurethane, or urethylane) is an organic compound and the simplest ester of the hypothetical carbamic acid (NH2COOH). Its sum formula is C2H5NO2.

Additional recommended knowledge

Methyl carbamate is formed by the reaction of ammonia with methyl chloroformate or methyl carbonate. According to US patent number 2834799 urea can be reacted with methanol to form it using boron trifluoride as a reagent. Unlike its close relative ethyl carbamate it is not mutagenic in salmonella (it tested negative in the Ames test), but it is mutagenic in Drosophila.[1] Experimental evidence does show that it is a carcinogen in rat, and not carcinogenic in mice. The compound is "known to the state of California to cause cancer" per Proposition 65.[2]

The compound was detected in wines preserved with dimethyl dicarbonate.[3]

See also

References

  1. ^ P. Foureman, J.M. Mason, R. Valencia and S. Zimmering, Environ. Mol. Mutagen., 1994, 23 (1), 51 - 63.
  2. ^ OEHHA
  3. ^ Inchem.org
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Methyl_carbamate". A list of authors is available in Wikipedia.
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