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246352

Sigma-Aldrich

Methyl carbamate

98%

Synonym(s):

Urethylane

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About This Item

Linear Formula:
NH2COOCH3
CAS Number:
Molecular Weight:
75.07
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

crystals

bp

176-177 °C (lit.)

mp

56-58 °C (lit.)

solubility

alcohol: freely soluble(lit.)
water: freely soluble(lit.)

SMILES string

COC(N)=O

InChI

1S/C2H5NO2/c1-5-2(3)4/h1H3,(H2,3,4)

InChI key

GTCAXTIRRLKXRU-UHFFFAOYSA-N

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Application

Methyl carbamate was used in the synthesis of protected aminocyclopropanes.

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Shingo Ishikawa et al.
Angewandte Chemie (International ed. in English), 52(38), 10060-10063 (2013-08-06)
Easy as 1,2,3: Reaction of methyl carbamate, triethyl orthoformate, and readily available alkenes provides a highly practical preparation of protected aminocyclopropanes. The reaction proceeds with preferential cis addition to alkenes, and cleavage of the methyl carbamate gives the free aminocyclopropanes
Genotoxicity data supporting the proposed metabolic activation of ethyl carbamate (urethane) to a carcinogen: the problem now posed by methyl carbamate.
J Ashby
Mutation research, 260(4), 307-308 (1991-08-01)
Methyl carbamate: negative results in mouse bone-marrow micronucleus test.
M D Shelby et al.
Mutation research, 260(4), 311-311 (1991-08-01)
Xiangyun Lin et al.
Journal of separation science, 34(2), 202-209 (2011-01-20)
This paper described a simple, rapid and efficient method for the determination of N-methyl carbamate pesticides in tomato, cucumber, carrot and lettuce samples by dispersive liquid-liquid microextraction coupled with HPLC-diode array detection. Some experimental parameters that influenced the extraction efficiency
Geert Van Biesen et al.
Electrophoresis, 27(22), 4456-4468 (2006-10-24)
Ammonium perfluorooctanoate (APFOA) was investigated as an MS-friendly surfactant for the analysis of a mixture of ten N-methylcarbamates with MEKC-ESI-MS. Because of the relatively low boiling point of perfluorooctanoic acid ( approximately 190 degrees C), APFOA can be introduced into

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