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Ethyl malonyl chloride

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Ethyl malonyl chloride Basic information

Product Name:
Ethyl malonyl chloride
Synonyms:
  • Acetic acid, (chloroformyl)-, ethyl ester
  • Carbethoxyethanoyl chloride
  • Ethyl 3-oxo-3-chloropropanoate
  • Ethyl malonyl chloride, 90%, tech.
  • 3-Oxo-3-chloropropanoic acid ethyl ester
  • 3-Oxo-3-chloropropionic acid ethyl ester
  • 2-(chlorocarbonyl)butanoic acid
  • Ethyl malonyl chloride,Ethyl (chloroformyl)acetate, Ethyl 3-chloro-3-oxopropionate
CAS:
36239-09-5
MF:
C5H7ClO3
MW:
150.56
EINECS:
252-934-5
Product Categories:
  • Acid Halides
  • Building Blocks
  • Carbonyl Compounds
  • Chemical Synthesis
  • Organic Building Blocks
  • Pharmaceutical raw material
  • Aliphatics
  • Pharmaceutical intermdiate
Mol File:
36239-09-5.mol
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Ethyl malonyl chloride Chemical Properties

Boiling point:
79-80 °C25 mm Hg(lit.)
Density 
1.196 g/mL at 20 °C
refractive index 
n20/D 1.429(lit.)
Flash point:
154 °F
storage temp. 
2-8°C
solubility 
Chloroform (Soluble), DMSO (Sparingly), Ethyl Acetate (Slightly)
pka
9.35±0.46(Predicted)
form 
Liquid
Specific Gravity
1.176
color 
Clear yellow to brown
Water Solubility 
REACTS
Sensitive 
Moisture Sensitive
BRN 
636215
Stability:
Hygroscopic, Moisture Sensitive
CAS DataBase Reference
36239-09-5(CAS DataBase Reference)
NIST Chemistry Reference
Ethyl malonyl chloride(36239-09-5)
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Safety Information

Hazard Codes 
C
Risk Statements 
14-34
Safety Statements 
7-26-36/37/39-45-36/39
RIDADR 
UN 3265 8/PG 3
WGK Germany 
3
10-21
Hazard Note 
Corrosive
HazardClass 
8
PackingGroup 
II
HS Code 
29171900

MSDS

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Ethyl malonyl chloride Usage And Synthesis

Chemical Properties

clear yellow to brown liquid

Uses

Employed in the synthesis of 3-pyrrolin-2-ones via amidation with propargylamines and subsequent base catalyzed 5-exo-dig cyclization.1

Uses

Ethyl malonyl chloride is used in the syntheses of methanofullerodendimers and 3-pyrrolin-2-ones. It plays a vital role in the preparation of 3,5-disubstituted 1,2,4-oxadiazole derivatives, which are potential peptidomimetic building blocks. It is a versatile acylating agent for propargyl alcohols, hydrazines and amines.

General Description

Ethyl malonyl chloride is a versatile acylating agent for propargyl alcohols, hydrazines and amines.

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