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359890

Dimethyl bromomalonate

technical grade, 90%

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About This Item

Linear Formula:
BrCH(COOCH3)2
CAS Number:
868-26-8
Molecular Weight:
211.01
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24862117
EC Number:
212-775-4
Beilstein/REAXYS Number:
971135
MDL number:
MFCD00025865
Assay:
90%
Form:
liquid
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grade

technical grade

Quality Segment

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

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.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Codes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point (°F)

230.0 °F - closed cup

Flash Point (°C)

110 °C - closed cup

PPE (personal protective equipment)

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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