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16691-79-5

16691-79-5 Structure

16691-79-5 Structure
IdentificationBack Directory
[Name]

2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE
[CAS]

16691-79-5
[Synonyms]

bismethoxycarbonyldiphenylcyclopentadienone
2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE
DIMETHYL 3,4-DIPHENYLCYCLOPENTADIENONE-2,5-DICARBOXYLATE
Dimethyl 2-oxo-4,5-diphenylcyclopenta-3,5-diene-1,3-dicarboxylate
3,4-DIPHENYLCYCLOPENTADIENONE-2,5-DICARBOXYLIC ACID DIMETHYL ESTER
Dimethyl 3,4-Diphenylcyclopentadienone-2,5-dicarboxylate 3,4-Diphenylcyclopentadienone-2,5-dicarboxylic Acid Dimethyl Ester
[Molecular Formula]

C21H16O5
[MDL Number]

MFCD00111095
[MOL File]

16691-79-5.mol
[Molecular Weight]

348.35
Chemical PropertiesBack Directory
[Melting point ]

175 °C
[Boiling point ]

445.4±45.0 °C(Predicted)
[density ]

1.302±0.06 g/cm3(Predicted)
[form ]

powder to crystal
[color ]

Light yellow to Brown
Safety DataBack Directory
[HS Code ]

2918.30.3000
Hazard InformationBack Directory
[Uses]

2,5-Bis(methoxycarbonyl)-3,4-diphenylcyclopentadienone is used a reagent for cycloaddition reactions.
[Preparation]

Preparative Method of 2,5-Bis(methoxycarbonyl)-3,4-diphenylcyclopentadienone: equimolar amounts of benzil and dimethyl 2-propanone-1,3-dicarboxylate in MeOH or EtOH with OH- are allowed to react at 25 °C for 1 day to give the intermediate dimethyl 3,4-diphenyl-4- hydroxycyclopent-2-enone-2,5-dicarboxylate in 70-96% yield. Treatment of the intermediate with acid in benzene or in Ac2O with heating gives the dienone in 98% yield containing 3% of the Diels-Alder dimer[1-2].
[References]

1. Cookson, R. C.; Henstock, J. B.; Hudec, J.; Whitear, B. R. D. JCS(C) 1967, 1986.
2. White, D. M. JOC 1974, 39, 1951.
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE(16691-79-5)MS
2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE(16691-79-5)1HNMR
2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE(16691-79-5)13CNMR
2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE(16691-79-5)IR1
2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE(16691-79-5)IR2
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