Ethyl 3-bromopropionate Chemical Properties

Melting point:

184-186 °C(Solv: water (7732-18-5))

Boiling point:

135-136 °C/50 mmHg (lit.)

Density 

1.412 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.452(lit.)

Flash point:

175 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

H2O: soluble

form 

Liquid

color 

Clear colorless to pale yellow

Water Solubility 

Soluble in water, alcohol, chloroform, benzene.

Sensitive 

Light Sensitive

BRN 

1700933

Dielectric constant

9.4（20.0℃）

CAS DataBase Reference

539-74-2(CAS DataBase Reference)

NIST Chemistry Reference

Propanoic acid, 3-bromo-, ethyl ester(539-74-2)

EPA Substance Registry System

Propanoic acid, 3-bromo-, ethyl ester (539-74-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

TSCA 

Yes

HS Code 

29159000

MSDS

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

Ethyl 3-bromopropionate Usage And Synthesis

Chemical Properties

clear colorless to pale yellow liquid

Uses

Ethyl 3-bromopropionate was used in the preparation of (3?,4?-dimethoxyphenyl)-5-oxopentanoic acid.

Application

Ethyl 3-bromopropionate is primarily used as an intermediate in organic synthesis. Due to the presence of an active bromine atom in its molecular structure, it exhibits the properties of an alkylating agent in chemical reactions, enabling it to participate in various types of chemical reactions. It is an important electrophilic reagent that can be used to introduce specific functional groups or carbon chains when constructing complex organic molecules.

Synthesis

The amount of 3-bromopropionic acid was fixed at 30 g. Ethanol and 3-bromopropionic acid were added to a 100 mL three-necked round-bottom flask at a molar ratio of 1.5, followed by 60 mL of benzene and 1.2 g of p-toluenesulfonic acid. The mixture was thoroughly shaken, and a condenser and water separator were connected. The mixture was refluxed at 80 °C for 3.5 h until no more water precipitated. The solvent was evaporated, 20 mL of 5% sodium bicarbonate solution was added, and the mixture was washed with 50 mL of water. The mixture was then redistilled. Ethyl 3-bromopropionate was obtained with a mass fraction of 98.49% and a yield of 94.7%.

References

[1] Patent: US2009/156593, 2009, A1. Location in patent: Page/Page column 10
[2] Journal of the American Chemical Society, 1934, vol. 56, p. 698
[3] Org.Synth. Coll.Vol.III<1955>577,
[4] Annales de Chimie (Cachan, France), 1921, vol. <9>15, p. 246
[5] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1921, vol. 172, p. 1269

Ethyl 3-bromopropionate(539-74-2)Related Product Information

• Ethanol
• Ethyl acetate
• Ethyl cyanoacetate
• Ethyl bromodifluoroacetate
• Ethyl acrylate
• Ethylparaben
• DIETHYL BROMOMALONATE
• Ethyl propionate
• Ethyl propiolate
• 2-Bromopropionic acid
• Trinexapac-ethyl
• ISOXADIFEN-ETHYL
• Ethyl bromoacetate
• 2,3-Dibromopropionic acid
• 3-Bromopropionic acid
• ETHYL ALPHA-BROMOPROPIONATE,DL-ETHYL 2-BROMOPROPIONATE,ETHYL 2-BROMOPROPIONATE,Ethyl a-bromopropionate
• Ethyl 2,3-dibromopropionate
• ETHYL 3-BROMOPROPIONATE-2,2,3,3-D4