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  8. Methyl coumalate, 98%, Thermo Scientific Chemicals
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Methyl coumalate, 98%, Thermo Scientific Chemicals

Product Code. 11457006
2 g
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Quantity:
2 g
10 g
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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.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 6018-41-3
Molecular Formula C7H6O4
Molecular Weight (g/mol) 154.121
MDL Number MFCD00010120
InChI Key HHWWWZQYHPFCBY-UHFFFAOYSA-N
Synonym 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, 1s7tmf0r8tShow MoreShow Less
PubChem CID 80113
IUPAC Name methyl 6-oxopyran-3-carboxylate
SMILES COC(=O)C1=COC(=O)C=C1

Specifications

Melting Point 68°C to 72°C
Boiling Point 178°C to 180°C (60 mmHg)
Quantity 2 g
Merck Index 14,2557
Solubility Information Freely soluble in dichloromethane.
Formula Weight 154.12
Percent Purity 98%
Chemical Name or Material Methyl coumalate

Certificates

Certificates

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5 results found
Lot Number Certificate Type Date Catalog Number
Lot Number10243495 Certificate TypeCertificate of Analysis Date19/09/2022 Catalog NumberB25330.04,B25330.09
Lot Number10164642 Certificate TypeCertificate of Analysis Date23/11/2021 Catalog NumberB25330.04,B25330.09
Lot Number10195091 Certificate TypeCertificate of Analysis Date23/11/2021 Catalog NumberB25330.04,B25330.09
Lot Number10207023 Certificate TypeCertificate of Analysis Date23/11/2021 Catalog NumberB25330.04,B25330.09
Lot Number10158457 Certificate TypeCertificate of Analysis Date23/11/2021 Catalog NumberB25330.04,B25330.09

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