22021-09-6

Basic information

• Product Name: Benzene, 1,1',1''-(1-iodo-1-ethenyl-2-ylidene)tris-
• CAS NO: 22021-09-6
• Molecular Formula: C20H15I
• Molecular Weight: 382.244
• Mol File: 22021-09-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1',1''-(1-iodo-1-ethenyl-2-ylidene)tris-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1',1''-(1-iodo-1-ethenyl-2-ylidene)tris-(22021-09-6)
• EPA Substance Registry System: Benzene, 1,1',1''-(1-iodo-1-ethenyl-2-ylidene)tris-(22021-09-6)

Safety Data

• Hazardous Substances Data: 22021-09-6(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 591-50-4 iodobenzene 
• 100-58-3 phenylmagnesium bromide 
• 501-65-5 diphenyl acetylene 
• 58-72-0 Triphenylethylene 
• 1607-57-4 Triphenylvinyl bromide 

Downstream Products

• 1733-63-7 1,2,2-triphenylethan-1-one 
• 1836-87-9 9-Benzylidene-9H-fluorene 
• 58-72-0 Triphenylethylene 
• 602-15-3 9,10-diphenylphenanthrene 
• 13329-40-3 4-Iodoacetophenone 
• 79841-63-7 1-trimethylsilyl-1,2,2-triphenyl ethene 

Relevant articles and documents

Synthesis of Multisubstituted Triphenylenes and Phenanthrenes by Cascade Reaction of o-Iodobiphenyls or (Z)-β-Halostyrenes with o-Bromobenzyl Alcohols through Two Sequential C-C Bond Formations Catalyzed by a Palladium Complex

o-Bromobenzyl alcohol has been developed as a novel annulating reagent, bearing both nucleophilic and electrophilic substituents, for the facile synthesis of polycyclic aromatic hydrocarbons. A palladium/electron-deficient phosphine catalyst efficiently coupled o-iodobiphenyls or (Z)-β-halostyrenes with o-bromobenzyl alcohols to afford triphenylenes and phenanthrenes, respectively. The present cascade reaction proceeded through deacetonative cross-coupling and sequential intramolecular cyclization. An array of experimental data suggest that the reaction mechanism involves the equilibrium of 1,4-palladium migration.