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Methyl coumalate, 98%, Thermo Scientific Chemicals
Catalog number: B25330.09
10 g, Each
Thermo Scientific Chemicals
Methyl coumalate, 98%, Thermo Scientific Chemicals
Catalog number: B25330.09
10 g, Each
Quantity
Catalog number: B25330.09
also known as B25330-09
Price (USD)
194.00
Each
Quantity
-
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Chemical Identifiers
CAS
6018-41-3
IUPAC Name
methyl 2-oxo-2H-pyran-5-carboxylate
Molecular Formula
C7H6O4
InChI Key
HHWWWZQYHPFCBY-UHFFFAOYSA-N
SMILES
COC(=O)C1=COC(=O)C=C1
Specifications
Specification SheetAppearance (Color)
White to cream to pale yellow
Melting Point (clear melt)
66.0-73.0?C
Identification (FTIR)
Conforms
Assay (GC)
≥97.5%
Form
Powder
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[3.2.1.02,7]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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
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.
RUO – Research Use Only
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