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359890

Sigma-Aldrich

Dimethyl bromomalonate

technical grade, 90%

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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
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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

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This Item
333824263516325198
assay

98%

assay

98%

assay

98%

assay

99%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

188-190 °C (lit.)

mp

140-142 °C (lit.)

mp

163-165 °C (lit.)

mp

130-131 °C (lit.)

functional group

carboxylic acid

functional group

carboxylic acid, fluoro

functional group

carboxylic acid, fluoro

functional group

carboxylic acid, fluoro

General description

Dimethyl bromomalonate undergoes manganese(III)-promoted free-radical chain addition reaction with olefins, to yield dimethyl 2-bromoalkylmalonates.[1] Organocatalyzed Michael addition of dimethyl bromomalonate to nitrostyrenes to yield synthetically useful nitrocyclopropanes has been reported.[2] Dimethyl bromomalonate reacts readily with arylnitroso compounds to yield the corresponding N-aryl-C,C-dimethoxycarbonylnitrones.[3]

Application

Dimethyl bromomalonate may be used in the enantioselective synthesis of nitrocyclopropanes.[4]

Pictograms

Corrosion

Signal Word

Danger

Hazard 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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Mehmet Karabacak et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 79(5), 1511-1519 (2011-06-08)
In this study, the molecular conformation, vibrational and electronic transition analysis of 2,3-difluorobenzoic acid and 2,4-difluorobenzoic acid (C7H4F2O2) were presented using experimental techniques (FT-IR, FT-Raman and UV) and quantum chemical calculations. FT-IR and FT-Raman spectra in solid state were recorded

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