163872

Ethyl malonyl chloride

technical grade

• Synonym(s): Ethyl (chloroformyl)acetate, Ethyl 3-chloro-3-oxopropionate
• Linear Formula: CH₃CH₂OCOCH₂COCl
• CAS Number: 36239-09-5
• Molecular Weight: 150.56
• Beilstein: 636215
• EC Number: 252-934-5
• MDL number: MFCD00000736
• UNSPSC Code: 12352100
• PubChem Substance ID: 24850040
• NACRES: NA.22

Properties

• grade: technical grade
• refractive index: n20/D 1.429 (lit.)
• bp: 79-80 °C/25 mmHg (lit.)
• density: 1.176 g/mL at 25 °C (lit.)
• functional group: acyl chloride
• storage temp.: 2-8°C
• SMILES string: CCOC(=O)CC(Cl)=O
• InChI: 1S/C5H7ClO3/c1-2-9-5(8)3-4(6)7/h2-3H2,1H3
• InChI key: KWFADUNOPOSMIJ-UHFFFAOYSA-N

Description

General description

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

Application

Ethyl malonyl chloride was used in the synthesis of:

• liquid-crystalline methanofullerodendrimers
• 3,5-disubstituted 1,2,4-oxadiazole derivatives, which are potential peptidomimetic building blocks
• 3-pyrrolin-2-ones via amidation with propargylamines and subsequent base catalyzed 5-exo-dig cyclization

Versatile acylating agent for propargyl alcohols, hydrazines, and amines.

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Skin Corr. 1B
• Supplementary Hazards: EUH014
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): 147.2 °F - closed cup
• Flash Point(C): 64 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves