Methyl malonyl chloride Chemical Properties

Boiling point:

57-59 °C/12 mmHg (lit.)

Density 

1.273 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.432(lit.)

Flash point:

176 °F

storage temp. 

2-8°C

solubility 

soluble in Chloroform, Ethyl Acetate

pka

9.33±0.46(Predicted)

form 

Liquid

color 

Colorless

Specific Gravity

1.275

Water Solubility 

Reacts with water.

Sensitive 

Lachrymatory

BRN 

1754078

InChI

1S/C4H5ClO3/c1-8-4(7)2-3(5)6/h2H2,1H3

InChIKey

UTBCRHAMJFMIIR-UHFFFAOYSA-N

SMILES

COC(=O)CC(Cl)=O

CAS DataBase Reference

37517-81-0(CAS DataBase Reference)

NIST Chemistry Reference

Methyl malonyl chloride(37517-81-0)

Safety Information

Hazard Codes 

C

Risk Statements 

34-36/37

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

F 

8-10-19

Hazard Note 

Corrosive/Lachrymatory/Keep Cold

HazardClass 

8

PackingGroup 

II

HS Code 

29171900

Storage Class

8A - Combustible corrosive hazardous materials

Hazard Classifications

Eye Dam. 1
Skin Corr. 1B
STOT SE 3

MSDS

• Language:English Provider:Methyl malonyl chloride
• Language:English Provider:SigmaAldrich
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Methyl malonyl chloride Usage And Synthesis

Chemical Properties

Clear light yellow to yellow liquid

Uses

Methyl malonyl chloride is used as pharmaceutical intermediate. Used in anti-cancer drugs.

General Description

Methyl 3-chloro-3-oxopropionate reacts with 4-cyano-1,1′-biphenyl derivatives bearing ω-hydroxyalkyl substituents to yield liquid-crystalline linear malonates and cyanoacetates.

Synthesis

Methylmalonyl chloride can be obtained by reacting hydrogen methylmalonate with oxalyl chloride. Take out the 100 mL clean flask from the oven and cool it to room temperature under argon, add 5 mL of methylene chloride and 1.0 g (8.5 mmol) of hydrogen methylmalonate to the reaction flask and add a drop of DMF during stirring, add 1.2 g (9.4 mmol) of oxalyl chloride to the reaction flask slowly in an ice bath for 5 minutes, withdraw the ice bath, and react for 2 hours at room temperature, then evaporate and concentrate the mixture to obtain methylmalonyl chloride with a rotary evaporator. The reaction was carried out for 2 hours at room temperature and concentrated by rotary evaporator to obtain methyl malonate chloride.

Methyl malonyl chloride(37517-81-0)Related Product Information

• Basic Violet 1
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• Diethyl malonate
• Paraquat dichloride
• Kresoxim-methyl
• Methylparaben
• Potassium 3-methoxy-3-oxopropanoate
• Acetonitrile
• Methyl acrylate
• Malonic acid
• Dimethyl malonate
• Methanol
• Malonyl chloride
• 3-Chloro-4-fluoro Methyl benzoate
• METHYL 3-CHLORO-4-HYDROXYBENZOATE
• S-(hydrogen malonyl)coenzyme A
• Methyl
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