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
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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Related Categories
Application
Methyl carbamate was used in the synthesis of protected aminocyclopropanes.
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)
R G Ames et al.
Archives of environmental health, 50(6), 440-444 (1995-11-01)
To test the hypothesis that chronic neurologic sequelae are associated with cholinesterase depression short of frank organophosphate poisoning, we compared 45 male subjects who had a history of moderate cholinesterase inhibition with 90 male subjects who had neither past cholinesterase
Methyl carbamate: negative results in mouse bone-marrow micronucleus test.
M D Shelby et al.
Mutation research, 260(4), 311-311 (1991-08-01)
Catharina Wesseling et al.
Occupational and environmental medicine, 67(11), 778-784 (2010-08-28)
Neuropsychiatric disorders and increased suicide rates have been associated with exposure to cholinesterase inhibiting organophosphates. This study examined symptoms of psychological distress, including suicidal ideation, among banana workers in Costa Rica previously exposed to a cholinesterase inhibiting pesticide. 78 workers
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