543745-21-7

Basic information

• Product Name: (E)-1-(p-iodophenyl)-2-(4-pyridyl)ethene
• Synonyms: (E)-1-(p-iodophenyl)-2-(4-pyridyl)ethene
• CAS NO: 543745-21-7
• Molecular Weight: 307.134
• Mol File: 543745-21-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-1-(p-iodophenyl)-2-(4-pyridyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(p-iodophenyl)-2-(4-pyridyl)ethene(543745-21-7)
• EPA Substance Registry System: (E)-1-(p-iodophenyl)-2-(4-pyridyl)ethene(543745-21-7)

Safety Data

• Hazardous Substances Data: 543745-21-7(Hazardous Substances Data)

Upstream product

• 61130-13-0 [(4-iodophenyl)methyl]triphenylphosphanium bromide 
• 143662-59-3 3-(4'-Iodstyryl)-pyridin 
• 16004-15-2 1-bromomethyl-4-iodobenzene 
• 624-31-7 4-tolyl iodide 

Downstream Products

• 189190-26-9 (E)-1-(4-ethynylphenyl)-2-(4-pyridyl)ethylene 
• 189190-25-8 2-methyl-4-[4-[(1E)-2-(4-pyridinyl)ethenyl]phenyl]-3-butyn-2-ol 

Relevant articles and documents

π-extended conjugate phenylacetylenes. Synthesis of 4-[(E) and (Z)-2-(4-ethenylphenyl)ethenyl]pyridine. Dimerization, quaternation and formation of charge-transfer complexes

The conjugate (E)- and (Z)-(4′-pyridylethenyl)-4-phenylethyne (E-4 and Z-4) has been satisfactorily prepared by two different routes: (a) by dehydrohalogenation of 4′-pyridylethenyl-4-phenyl-β-chloroethene; (b) by the Wittig reaction between p-(iodobenzyl)(triphenyl)phosphine ylide and 4-pyridinecarboxaldehyde, E/Z isomer separation, and cross-coupling with 2-methyl-but-3-yn-2-ol followed the propanone elimination. The Glaser oxidative dimerization of (Z)-4 yields (Z,Z)-1,4-di[(4′-pyridylethenyl)-4-phenyl]-buta-1,3-diyne in good yield, (Z,Z)-5. (E,E)-5 was obtained by phase transfer oxidative dimerisation of (E)-4 in presence of their N-methyl salt (E)-10. Mono- and di-N-methylated salts of conjugate (E,E)-5 and (Z,Z)-5, were obtained by quaternation with iodomethane. The (Z,Z)-5 di-N-methylated salt forms charge-transfer complexes with TCNE, TCNQ and TMPD.