DIMETHYL BROMOMALONATE Chemical Properties

Boiling point:

105-108 °C/11 mmHg (lit.)

Density 

1.601 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.460(lit.)

Flash point:

>230 °F

pka

9.25±0.46(Predicted)

form 

Liquid

color 

Clear colorless to light yellow

BRN 

971135

Safety Information

Hazard Codes 

C

Risk Statements 

34-37

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

F 

19

HazardClass 

8

PackingGroup 

III

HS Code 

29171900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

DIMETHYL BROMOMALONATE Usage And Synthesis

Chemical Properties

clear colorless to light yellow liquid

Uses

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

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.

Synthesis

The Preparative Method of Dimethyl Bromomalonate: by treatment of Malonic Acid with Bromine in diethyl ether followed by esterification with HCl in methanol; by electrolytic bromination of dimethyl malonate with Magnesium Bromide or Copper(II) Bromide and Sodium Methoxide in acetonitrile-water at 2-3 °C.

DIMETHYL BROMOMALONATE(868-26-8)Related Product Information

• Dimethyl malonate
• DIETHYL 2-BROMO-2-FLUORO-MALONATE
• DIMETHYL BROMOMALONATE
• DIMETHYL DIBROMOMALONATE
• Diethyl 2-bromo-2-methylmalonate
• DIMETHYL 2-BROMO-2-(5-NITRO-2-PYRIDINYL)MALONATE
• DIETHYL BROMOMALONATE
• DIMETHYL 2-BROMO-2-(4-NITROPHENYL)MALONATE
• 2-BROMO-2- (1-TERT-BUTOXYCARBONYL-PYRROLIDIN-3-YL)-MALONIC ACID DIMETHYL ESTER
• 2-BROMO-2- (1-TERT-BUTOXYCARBONYL-PIPERIDIN-4-YL)-MALONIC ACID DIMETHYL ESTER
• DIETHYL DIBROMOMALONATE