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About This Item
Linear Formula:
BrCH(COOCH3)2
CAS Number:
Molecular Weight:
211.01
Beilstein:
971135
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
grade
technical grade
Quality Level
Assay
90%
form
liquid
refractive index
n20/D 1.460 (lit.)
bp
105-108 °C/11 mmHg (lit.)
density
1.601 g/mL at 25 °C (lit.)
functional group
bromo
ester
SMILES string
COC(=O)C(Br)C(=O)OC
InChI
1S/C5H7BrO4/c1-9-4(7)3(6)5(8)10-2/h3H,1-2H3
InChI key
NEMOJKROKMMQBQ-UHFFFAOYSA-N
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General description
Dimethyl bromomalonate undergoes manganese(III)-promoted free-radical chain addition reaction with olefins, to yield dimethyl 2-bromoalkylmalonates. Organocatalyzed Michael addition of dimethyl bromomalonate to nitrostyrenes to yield synthetically useful nitrocyclopropanes has been reported. Dimethyl bromomalonate reacts readily with arylnitroso compounds to yield the corresponding N-aryl-C,C-dimethoxycarbonylnitrones.
Application
Dimethyl bromomalonate may be used in the enantioselective synthesis of nitrocyclopropanes.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
230.0 °F - closed cup
Flash Point(C)
110 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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