140890-91-1

Basic information

• Product Name: 2,5-Cyclohexadiene-1,4-dione, 2,3,5-triiodo-6-[3-(triphenylphosphoranylidene)-1,4-cyclopentadien-1-yl] -
• CAS NO: 140890-91-1
• Molecular Formula: C29H18I3O2P
• Molecular Weight: 810.148
• Mol File: 140890-91-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadiene-1,4-dione, 2,3,5-triiodo-6-[3-(triphenylphosphoranylidene)-1,4-cyclopentadien-1-yl] -(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadiene-1,4-dione, 2,3,5-triiodo-6-[3-(triphenylphosphoranylidene)-1,4-cyclopentadien-1-yl] -(140890-91-1)
• EPA Substance Registry System: 2,5-Cyclohexadiene-1,4-dione, 2,3,5-triiodo-6-[3-(triphenylphosphoranylidene)-1,4-cyclopentadien-1-yl] -(140890-91-1)

Safety Data

• Hazardous Substances Data: 140890-91-1(Hazardous Substances Data)

Upstream product

• 576-59-0 2,3,5,6-tetraiodo-[1,4]benzoquinone 
• 2224-32-0 cyclopentadien-1-ylidenetriphenylphosphorane 

Relevant articles and documents

Kinetics and Mechanism of the Addition of Triphenylphosphoniocyclopentadienide to Tetrahalo-p-benzoquinones. Part 2. Reaction with Bromanil and Iodanil

The reaction of tetrahalo-p-benzoquinones with triphenylphosphoniocyclopentadienide yields 6-(triphenylphosphino-3'-cyclopentadienyl)-2,3,5-trihalocyclohexa-2,5-diene-1,4-dione (4a-d), a new class of zwitterionic dyes containing phosphorus.The rate-limiting step has been found to be the addition of the ylide to the quinone through a highly polar betaine intermediate.The elimination of hydrogen halide from the betaine, is of the E2 or E1cB type for the bromanil system and of the E1 type for iodanil.SCF-AM1 calculations suggest that the E1cB path is energetically favoured relative to the E1 elimination path.