Methyl carbamate

Methyl carbamate
Structural formula
Ball-and-stick model
Names
Preferred IUPAC name
Methyl carbamate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.009.037 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C2H5NO2/c1-5-2(3)4/h1H3,(H2,3,4) checkY
    Key: GTCAXTIRRLKXRU-UHFFFAOYSA-N checkY
  • InChI=1/C2H5NO2/c1-5-2(3)4/h1H3,(H2,3,4)
    Key: GTCAXTIRRLKXRU-UHFFFAOYAJ
  • O=C(OC)N
Properties
C2H5NO2
Molar mass 75 g/mol
Appearance white solid
Density 1.136 (56 °C)
Melting point 52 °C (126 °F; 325 K)
Boiling point 177 °C (351 °F; 450 K)
20 g/L[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Methyl carbamate (also called methylurethane, or urethylane) is an organic compound and the simplest ester of carbamic acid (H2NCO2H). It is a colourless solid.[2]

Methyl carbamate is prepared by the reaction of methanol and urea:

CO(NH2)2 + CH3OH → CH3OC(O)NH2 + NH3

It also forms in the reaction of ammonia with methyl chloroformate or dimethyl carbonate.

  1. ^ "Alfa Aesar Methyl carbamate". Alfa Aesar. Alfa Aesar. Retrieved 4 October 2021.
  2. ^ Jäger, Peter; Rentzea, Costin N.; Kieczka, Heinz (2012). "Carbamates and Carbamoyl Chlorides". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a05_051. ISBN 978-3527306732.