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ChemicalBook--->CAS DataBase List--->6018-41-3

6018-41-3

6018-41-3 Structure

6018-41-3 Structure
IdentificationMore
[Name]

Methyl coumalate
[CAS]

6018-41-3
[Synonyms]

METHYL 2H-PYRAN-2-OXO-5-CARBOXYLATE
METHYL 2-OXO-2H-PYRAN-5-CARBOXYLATE
METHYL COUMALATE
METHYL PYR-2-ONE-5-CARBOXYLATE
TIMTEC-BB SBB000117
5-(Carbomethoxy)-2-pyrone
6-Oxo-6H-pyran-3-carboxylicacidmethylester
Coumalic acid methyl ester
Glutaconic acid, 4-(hydroxymethylene)-, delta-lactone, methyl ester
Methyl 2-pyrone-5-carboxylate
Methyl pyr-2-one-5-carboxylate,Methyl coumalate
Methyl 2-oxo-2H-pyran-5-carboxylate 97%
Methyl 2-oxo-2H-pyran-5-carboxylate, Methyl 2-pyrone-5-carboxylate
2-Oxo-2H-pyran-5-carboxylic acid methyl ester
[EINECS(EC#)]

227-871-1
[Molecular Formula]

C7H6O4
[MDL Number]

MFCD00010120
[Molecular Weight]

154.12
[MOL File]

6018-41-3.mol
Chemical PropertiesBack Directory
[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
[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 DataBack Directory
[WGK Germany ]

3
[HS Code ]

2932209090
Hazard InformationBack Directory
[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.
[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]

α, β-Unsaturated ketone Methyl Coumalate showed cytotoxicity against human normal gingival fibroblast cells and oral squamous cell carcinoma cell line-2.
[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[3.2.1.02,7]octenes. It also reacts with cyclohexadiene to afford tetrahydronaphthalene-2-carboxylate. It undergoes Diels-Alder reaction with unactivated alkenes to afford para-substituted adducts.
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl coumalate(6018-41-3)MS
Methyl coumalate(6018-41-3)1HNMR
Methyl coumalate(6018-41-3)IR1
Methyl coumalate(6018-41-3)IR2
Methyl coumalate(6018-41-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Methyl coumalate, 98%(6018-41-3)
[Sigma Aldrich]

6018-41-3(sigmaaldrich)
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