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Alfa Aesar™ Methyl coumalate, 98%

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Quantity:
2g
10g
6018-41-3
C7H6O4
154.121
MFCD00010120
HHWWWZQYHPFCBY-UHFFFAOYSA-N
methyl coumalate,methyl 2-oxo-2h-pyran-5-carboxylate,coumalic acid, methyl ester,5-carbomethoxy-2-pyrone,2h-pyran-5-carboxylic acid, 2-oxo-, methyl ester,coumalic acid methyl ester,unii-1s7tmf0r8t,methyl 2-pyrone-5-carboxylate,methyl 2-oxopyran-5-carboxylate,1s7tmf0r8t
80113
methyl 6-oxopyran-3-carboxylate
COC(=O)C1=COC(=O)C=C1
6018-41-3
C7H6O4
154.121
MFCD00010120
HHWWWZQYHPFCBY-UHFFFAOYSA-N
methyl coumalate,methyl 2-oxo-2h-pyran-5-carboxylate,coumalic acid, methyl ester,5-carbomethoxy-2-pyrone,2h-pyran-5-carboxylic acid, 2-oxo-, methyl ester,coumalic acid methyl ester,unii-1s7tmf0r8t,methyl 2-pyrone-5-carboxylate,methyl 2-oxopyran-5-carboxylate,1s7tmf0r8t
80113
methyl 6-oxopyran-3-carboxylate
COC(=O)C1=COC(=O)C=C1
Applications
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.

Solubility
Freely soluble in dichloromethane.

Notes
Stable under recommended storage conditions. Incompatible with oxidizing agents.
Melting Point 68°C to 72°C
Boiling Point 178°C to 180°C (60mmHg)
Quantity 10g
Merck Index 14,2557
Formula Weight 154.12
Percent Purity 98%
Chemical Name or Material Methyl coumalate