Ethyl 2,3-dibromopropionate Chemical Properties

Boiling point:

211-214 °C/746 mmHg (lit.)

Density 

1.788 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.5(lit.)

Flash point:

197 °F

storage temp. 

Store below +30°C.

form 

clear liquid

color 

Colorless to Light yellow to Light orange

Specific Gravity

1.785

Water Solubility 

Insoluble

BRN 

636046

InChI

InChI=1S/C5H8Br2O2/c1-2-9-5(8)4(7)3-6/h4H,2-3H2,1H3

InChIKey

OENICUBCLXKLJQ-UHFFFAOYSA-N

SMILES

C(OCC)(=O)C(Br)CBr

CAS DataBase Reference

3674-13-3(CAS DataBase Reference)

NIST Chemistry Reference

Propanoic acid, 2,3-dibromo-, ethyl ester(3674-13-3)

EPA Substance Registry System

Ethyl 2,3-dibromopropionate (3674-13-3)

Safety Information

Hazard Codes 

T

Risk Statements 

22-24-34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2922 8/PG 2

WGK Germany 

2

RTECS 

UA2458382

F 

19-21

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29159080

Toxicity

LD50 orally in Rabbit: 240 mg/kg LD50 dermal Rabbit 230 mg/kg

MSDS

• Language:English Provider:Ethyl 2,3-dibromopropionate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Ethyl 2,3-dibromopropionate Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Uses

Ethyl 2,3-dibromopropionate is used as pharmaceutical Intermediates. It is a building block that has been used as a catalyst for the polymerization of ethyl acrylate.

Hazard

A poison by ingestion and skin contact. A severe skin and eye irritant.

Safety Profile

A poison by ingestion and skin contact. A severe skin and eye irritant. When heated to decomposition it emits toxic vapors of Br-.

Synthesis

General method: A solution of 1.2 moles of carbon tetrachloride (CCl4) with bromine (Br2) was slowly added dropwise to a stirred solution of carbon tetrachloride (CCl4) containing 1 mole of ethyl acrylate at 0°C. The reaction mixture was allowed to run for 2 hours. After the dropwise addition was completed, the reaction mixture was warmed to 60 °C and refluxed for 2 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after the reaction was complete, the solvent was evaporated under reduced pressure to give ethyl 2,3-dibromopropionate in 99% yield.

References

[1] Journal of Organic Chemistry, 2018,
[2] Tetrahedron Asymmetry, 2012, vol. 23, # 22-23, p. 1615 - 1623
[3] Macromolecules, 2018, vol. 51, # 11, p. 4068 - 4076
[4] Journal of Chemical Research, 2005, # 8, p. 481 - 483
[5] New Journal of Chemistry, 2013, vol. 37, # 5, p. 1343 - 1349

Ethyl 2,3-dibromopropionate(3674-13-3)Related Product Information

• Ethyl acrylate
• Ethyl formate
• Ethyl acetate
• 1,3-Dibromo-5,5-dimethylhydantoin
• Ethylbenzene
• Ethylparaben
• CHLOROETHANE
• DBDCB
• Ethyl cellulose
• Ethyl propionate
• Ethyl 2-bromopropionate
• Ethanol
• Ethyl levulinate
• Ethyl 3-bromopropionate
• 1,2-DIBROMOETHYLENE
• 1,2-Dibromopropane
• dibromoethyl alcohol
• Diethyl ether