Ethyl Succinyl Chloride Chemical Properties

Boiling point:

88-90 °C11 mm Hg(lit.)

Density 

1.155 g/mL at 25 °C(lit.)

vapor pressure 

48.2Pa at 25℃

refractive index 

n20/D 1.437(lit.)

Flash point:

184 °F

storage temp. 

2-8°C

solubility 

soluble in Chloroform, Ethyl Acetate

form 

Liquid

Specific Gravity

1.144 to 1.17

color 

Clear colorless to yellow

Water Solubility 

59.01g/L at 25℃

Sensitive 

Moisture Sensitive

BRN 

1766126

InChIKey

IXZFDJXHLQQSGQ-UHFFFAOYSA-N

LogP

0.05

CAS DataBase Reference

14794-31-1(CAS DataBase Reference)

NIST Chemistry Reference

Butanoic acid, 4-chloro-4-oxo-, ethyl ester(14794-31-1)

EPA Substance Registry System

Butanoic acid, 4-chloro-4-oxo-, ethyl ester (14794-31-1)

Safety Information

Hazard Codes 

C

Risk Statements 

34-36/37-14

Safety Statements 

26-27-36/37/39-45-24/25

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29171990

MSDS

• Language:English Provider:Ethyl 3-(chloroformyl)propionate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Ethyl Succinyl Chloride Usage And Synthesis

Chemical Properties

clear colourless to yellow liquid

Uses

Ethyl 4-chloro-4-oxobutyrate was used in the synthesis of:

• polymer-supported bifunctional catalyst
• succinimidyl ester of benzo(a)pyrene
• succinate prodrugs of curcuminoids

Flammability and Explosibility

Not classified

Synthesis

The general procedure for the synthesis of monoethyl succinate chloride from monoethyl succinate: monoethyl succinate (116.8 g, 0.8 mol), dichloromethane (300 mL) and thionyl chloride (104 g, 0.88 mol) were added to a reaction flask, N,N-dimethylformamide (0.8 g) was added under nitrogen protection, and heated and stirred by refluxing for 5 hours at 38°C. The reaction was completed with a solution of dichloromethane (124 g, 0.88 mol). Upon completion of the reaction, a dichloromethane solution of monoethylsuccinic acid chloride (124 g, yield: 95%) was obtained.

References

[1] Heterocycles, 2001, vol. 55, # 8, p. 1487 - 1498
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 7, p. 1528 - 1536
[3] Patent: CN104326922, 2016, B. Location in patent: Paragraph 0038; 0040
[4] Journal of the American Chemical Society, 1991, vol. 113, # 6, p. 2071 - 2092
[5] Journal of Organic Chemistry, 1996, vol. 61, # 14, p. 4848 - 4852

Ethyl Succinyl Chloride(14794-31-1)Related Product Information

• Butyryl chloride
• Diisopropyl succinate
• 4-CHLOROBUTYRIC ACID
• Sodium propionate
• SUCCINALDEHYDIC ACID
• SUCCINALDEHYDE
• Methyl 4-chlorobutyrate
• 1-Chlorobutane
• Methyl 4-chloro-4-oxobutanoate
• Methyl 4-oxobutanoate
• Methyl butyrate
• Butyl ethyl ether
• Ethyl Succinyl Chloride
• 1-Propanol
• ETHYL 4-CHLOROBUTYRATE
• 1-Butanol
• Butyric Acid
• 4-Chlorobutyl methyl ether