2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE Chemical Properties

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 Information

HS Code 

2918.30.3000

2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE Usage And Synthesis

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.

2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE(16691-79-5)Related Product Information

• Dicyclopentadiene
• METHYL SORBATE
• 2-METHYLENE-PENTANEDIOIC ACID DIMETHYL ESTER
• 2,3-DIPHENYL-1,3-BUTADIENE
• 1,3-Acetonedicarboxylic acid
• 2-N-PROPYL-2(E)-PENTENOICACID
• Dimethyl 1,3-acetonedicarboxylate
• 2,5-BIS(METHOXYCARBONYL)-3,4-DIPHENYLCYCLOPENTADIENONE
• Sorbic acid
• TRANS,TRANSMUCONALDEHYDE
• trans,trans-Muconic acid
• 2,5-Dimethyl-3,4-diphenylcyclopentadienone
• 1,2,3,4-TETRAMETHYL-1,3-CYCLOPENTADIENE
• 5-METHOXY-3-OXOVALERIC ACID METHYL ESTER