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Merck
CN

246352

Methyl carbamate

98%

Synonym(s):

Urethylane

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About This Item

Linear Formula:
NH2COOCH3
CAS Number:
Molecular Weight:
75.07
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
209-939-2
MDL number:
Assay:
98%
Form:
crystals
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Product Name

Methyl carbamate, 98%

InChI key

GTCAXTIRRLKXRU-UHFFFAOYSA-N

InChI

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

SMILES string

COC(N)=O

assay

98%

form

crystals

bp

176-177 °C (lit.)

mp

56-58 °C (lit.)

solubility

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

functional group

amine

Quality Level

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Application

Methyl carbamate was used in the synthesis of protected aminocyclopropanes.

pictograms

Health hazardExclamation mark

signalword

Warning

hcodes

Hazard Classifications

Carc. 2 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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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)
Joshua A Hartsel et al.
Bioorganic & medicinal chemistry letters, 22(14), 4593-4598 (2012-06-29)
To identify potential human-safe insecticides against the malaria mosquito we undertook an investigation of the structure-activity relationship of aryl methylcarbamates inhibitors of acetylcholinesterase (AChE). Compounds bearing a β-branched 2-alkoxy or 2-thioalkyl group were found to possess good selectivity for inhibition
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
D F K Rawn et al.
Food additives and contaminants, 21(6), 555-563 (2004-06-19)
Infants and young children consume fruit juices and drinks at rates exceeding those of older children and adults. Carbamate pesticides are known to be used on a broad spectrum of crops, including orchard and vine crops such as apples and

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