Methyl coumalate

Methyl coumalate
  • CAS No.:6018-41-3
Other grades of this product :
Methyl coumalate Basic information
Product Name:Methyl coumalate
Synonyms:Methyl 2-oxo-2H-pyran-5-carboxylate, Methyl 2-pyrone-5-carboxylate;2-Oxo-2H-pyran-5-carboxylic acid methyl ester;2-Oxopyran-5-carboxylic Acid Acid Methyl Ester;2-Pyrone-5-carboxylic Acid Methyl Ester;Methyl 2-Pyrone-5-carboxylate Coumalic acid methyl ester;2H-Pyran-5-carboxylic acid, 2-oxo-, Methyl ester;Coumalic Acid Methyl Ester 2-Oxopyran-5-carboxylic Acid Methyl Ester Methyl 2-Oxopyran-5-carboxylate 2-Pyrone-5-carboxylic Acid Methyl Ester Methyl 2-Pyrone-5-carboxylate;methyl 6-oxopyran-3-carboxylate
CAS:6018-41-3
MF:C7H6O4
MW:154.12
EINECS:227-871-1
Product Categories:Heterocycles;Intermediates & Fine Chemicals;Heterocycles series;Esters;Ring Systems;Pharmaceuticals
Mol File:6018-41-3.mol
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)
Fp 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
CAS DataBase Reference6018-41-3(CAS DataBase Reference)
NIST Chemistry Reference2H-Pyran-5-carboxylic acid, 2-oxo-, methyl ester(6018-41-3)
Safety Information
WGK Germany 3
HS Code 2932209090
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Methyl coumalate Usage And Synthesis
Usesα, β-Unsaturated ketone Methyl Coumalate showed cytotoxicity against human normal gingival fibroblast cells and oral squamous cell carcinoma cell line-2.
UsesMethyl 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.
UsesMethyl 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 DescriptionMethyl 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.
Methyl coumalate Preparation Products And Raw materials
Preparation Products5-CARBOXY-N-PHENYL-2-1H-PYRIDONE-->Methyl 4-ethoxybenzoate-->METHYL 3-(3-OXOPROPYL)BENZOATE

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