Methyl coumalate Chemical Properties

Melting point:

65-67 °C (lit.)

Boiling point:

178-180 °C/60 mmHg (lit.)

Density 

1.1993 (rough estimate)

refractive index 

1.4300 (estimate)

Flash point:

178-180°C/60mm

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Freely soluble in dichloromethane.

form 

powder to crystal

color 

White to Orange to Green

Merck 

14,2557

BRN 

126301

LogP

-0.660 (est)

CAS DataBase Reference

6018-41-3(CAS DataBase Reference)

NIST Chemistry Reference

2H-Pyran-5-carboxylic acid, 2-oxo-, methyl ester(6018-41-3)

Safety Information

WGK Germany 

3

HS Code 

2932209090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Methyl coumalate Usage And Synthesis

Uses

α, β-Unsaturated ketone Methyl Coumalate showed cytotoxicity against human normal gingival fibroblast cells and oral squamous cell carcinoma cell line-2.

Uses

Methyl coumalate is a 2-pyrone and acts as dienophile in Diels-Alder reaction. It reacts with 1,3-butadienes at 100°C to yield tetrahydrocoumarins and 4-methoxycarbonyltricyclo[3.2.1.02,7]octenes. It also reacts with cyclohexadiene to afford tetrahydronaphthalene-2-carboxylate. It undergoes Diels-Alder reaction with unactivated alkenes to afford para-substituted adducts. It has been used as reagent in phosphine-catalyzed [4+3] annulation of modified allylic carbonates. It was also used in the preparation of 7-carboxyquinolizinium derivatives.

Uses

Methyl coumalate has been used as reagent in phosphine-catalyzed [4+3] annulation of modified allylic carbonates. It was also used in the preparation of 7-carboxyquinolizinium derivatives.

General Description

Methyl coumalate is a 2-pyrone and acts as dienophile in Diels-Alder reaction. It reacts with 1,3-butadienes at 100°C to yield tetrahydrocoumarins and 4-methoxycarbonyltricyclo[3.2.1.0^2,7]octenes. It also reacts with cyclohexadiene to afford tetrahydronaphthalene-2-carboxylate. It undergoes Diels-Alder reaction with unactivated alkenes to afford para-substituted adducts.

Methyl coumalate(6018-41-3)Related Product Information

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