DIETHYL BROMOMALONATE Chemical Properties

Melting point:

-54°C

Boiling point:

233-235 °C (lit.)

Density 

1.402 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.451(lit.)

Flash point:

>230 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform, Hexanes

form 

Liquid

pka

9.29±0.46(Predicted)

Specific Gravity

1.402

color 

Clear colorless to slightly yellow

Water Solubility 

Does not mix well with water.

Sensitive 

Lachrymatory

BRN 

509768

CAS DataBase Reference

685-87-0(CAS DataBase Reference)

EPA Substance Registry System

Propanedioic acid, 2-bromo-, 1,3-diethyl ester (685-87-0)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

F 

19

Hazard Note 

Corrosive/Lachrymator

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29171900

MSDS

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

DIETHYL BROMOMALONATE Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

Uses

Diethyl bromomalonate is used in perfumes. It is also used to synthesize other compounds such as barbiturates, artificial flavorings, vitamin B1, and vitamin B6.

Uses

Diethyl Bromomalonate is a chemical constituent of the asymmetric cyclopropanation of chalcones. Also used in the preparation of nanaplatforms for NIR imaging-guided photodynamic therapy of cancer cel ls.

Synthesis

The Preparative Method of Diethyl Bromomalonate: by light-induced bromination of Diethyl Malonate with bromine in carbon tetrachloride; by treatment of diethyl malonate with bromotrichloromethane and 1,8-Diazabicyclo[5.4.0]undec-7-ene in benzene at 0 °C.

Purification Methods

Purify the ester by fractional distillation in a vacuum. IR: max 1800 and 1700cm-1 [Abramovitch Can J Chem 37 1146 1959, Bretschneider & Karpitschka Monatsh Chem 84 1091 1053]. [Beilstein 2 IV 1904.]

DIETHYL BROMOMALONATE(685-87-0)Related Product Information

• 2-Bromomalonaldehyde
• (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
• BROMOMALEIC ANHYDRIDE
• BROMOTRIS(TRIPHENYLPHOSPHINE)COPPER(I)&
• Bromoacetaldehyde diethyl acetal
• N-Bromoisocyanuric acid monosodium salt
• 1-BROMO-2-BUTANONE
• Ethyl nitroacetate
• Methyl Bromopyruvate
• Bromo-PEG2-acid
• Chloromethyl pivalate
• NEOPENTYLBORONIC ACID
• DIMETHYL BROMOMALONATE
• 2-Bromopropionic acid
• Diethyl 2-bromo-2-methylmalonate
• 2-Bromoethyl ethyl ether
• (R)-(+)-2-BROMOPROPIONIC ACID
• Ethyl bromoacetate