Identification | Back 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 Properties | Back 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 |
Hazard Information | Back 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 Detail | Back 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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