Ethyl 2-chloroacetoacetate Chemical Properties

Melting point:

-80 °C

Boiling point:

107 °C/14 mmHg (lit.)

Density 

1.19 g/mL at 25 °C (lit.)

vapor pressure 

49.4-100Pa at 20℃

refractive index 

n20/D 1.441(lit.)

Flash point:

122 °F

storage temp. 

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

solubility 

Chloroform (Sparingly), Ethyl Acetate (Slightly)

form 

Liquid

pka

7.92±0.46(Predicted)

color 

Clear yellow

Water Solubility 

17 g/L (20 ºC)

BRN 

774278

LogP

1.2 at 20℃ and pH1-7

Surface tension

69.4mN/m at 1g/L and 20℃

CAS DataBase Reference

609-15-4(CAS DataBase Reference)

NIST Chemistry Reference

Butanoic acid, 2-chloro-3-oxo-, ethyl ester(609-15-4)

EPA Substance Registry System

Ethyl 2-chloroacetoacetate (609-15-4)

Safety Information

Hazard Codes 

C,Xn,F

Risk Statements 

10-22-34-52/53-36/37/38-36

Safety Statements 

16-26-36/37/39-45-61-37/39

RIDADR 

UN 2920 8/PG 2

WGK Germany 

2

F 

19

Hazard Note 

Corrosive

TSCA 

Yes

HazardClass 

3.2

PackingGroup 

III

HS Code 

29183000

MSDS

• Language:English Provider:2-Chloroacetoacetic acid ethyl ester
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Ethyl 2-chloroacetoacetate Usage And Synthesis

Chemical Properties

clear bright yellow liquid

Uses

Ethyl 2-chloroacetoacetate was used to study reductive dechlorination of β-keto ester ethyl 2-chloroacetoacetate by Saccharomyces cerevisiae.

Biochem/physiol Actions

Ethyl 2-chloroacetoacetate reacts with thiosemicarbazones to form heterocyclic substituted thiophene derivatives having non-steroidal anti-inflammatory activity.

Synthesis

Using ethyl acetoacetate and thionyl chloride as raw materials, the condensation reaction is carried out in the presence of a solvent. The dosage ratio of ethyl acetoacetate, thionyl chloride, and solvent is 1:1.37~2.75:2.31~4.62 by mass, the temperature of the condensation reaction is 75~95°C, and the reaction time is 5.5-9h. After stopping the reaction, evaporate most of the solvent and unreacted thionyl chloride under normal pressure, and then distill the remaining organic phase under reduced pressure to collect the 107-108°C/1.87kPa fraction to obtain Ethyl 2-chloroacetoacetate Products. The solvents used were n-heptane or, dichloroethane or toluene.

Ethyl 2-chloroacetoacetate(609-15-4)Related Product Information

• Ethyl 4-bromoacetoacetate
• Ethyl chloroacetate
• Ethylparaben
• Methyl acrylate
• Ethyl cyanoacetate
• Ethanol
• Ethyl acetoacetate
• Trinexapac-ethyl
• ISOXADIFEN-ETHYL
• Ethyl acetate
• Ethyl propiolate
• Tris(trimethylsilyl)phosphate
• Ethyl 4,4,4-trifluoroacetoacetate
• Ethyl acrylate
• Ethyl 4-chloroacetoacetate
• Ethyl chloroformate
• Ethyl 2-chloro-4,4,4-trifluoroacetoacetate
• ACETIC ACID 2-CHLOROETHYL ESTER