Ethyl 2-chloroacetoacetate Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

Ethyl 2-chloroacetoacetate Chemical Properties,Usage,Production

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.