Ethyl 2-chloroacetoacetate

Synonym(s):2-Cl-ACE

CAS NO.：609-15-4
Empirical Formula: C6H9ClO3
Molecular Weight: 164.59
MDL number: MFCD00009141
EINECS: 210-180-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:15:32

What is Ethyl 2-chloroacetoacetate?

Chemical properties

clear bright yellow liquid

The Uses of Ethyl 2-chloroacetoacetate

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.

Properties of Ethyl 2-chloroacetoacetate

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
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 for Ethyl 2-chloroacetoacetate

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H226:Flammable liquids H302:Acute toxicity,oral H314:Skin corrosion/irritation H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P260:Do not breathe dust/fume/gas/mist/vapours/spray. P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P310:Immediately call a POISON CENTER or doctor/physician. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. P403+P235:Store in a well-ventilated place. Keep cool. P501:Dispose of contents/container to..…