372076-36-3

Basic information

• Product Name: 6-phenyl-3(Z),5(Z)-hexadien-1-ol
• Synonyms: 6-phenyl-3(Z),5(Z)-hexadien-1-ol
• CAS NO: 372076-36-3
• Molecular Weight: 174.243
• Mol File: 372076-36-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-phenyl-3(Z),5(Z)-hexadien-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-phenyl-3(Z),5(Z)-hexadien-1-ol(372076-36-3)
• EPA Substance Registry System: 6-phenyl-3(Z),5(Z)-hexadien-1-ol(372076-36-3)

Safety Data

• Hazardous Substances Data: 372076-36-3(Hazardous Substances Data)

Upstream product

• 51860-45-8 3-hydroxypropyltriphenylphosphonium bromide 
• 57194-69-1 cinnamaldehyde 

Downstream Products

• 372076-37-4 6-phenyl-3(Z),5(Z)-hexadienyl azidoformate 

Relevant articles and documents

Synthesis and mechanistic study of fused 2-pyrrolines via thermolysis of 6-substituted-3,5-hexadienyl azidoformates

Thermolysis of 3,5-hexadienyl azidoformates at 300 °C, 0.05 Torr, led to a fused 2-pyrroline regiospecifically, regardless of the configuration E or Z between the C-3 and C-4 double bond. Thermolysis of 6-substituted-3,5(E)-hexadienyl azidoformates yielded a kinetically controlled 2-pyrroline with cis configuration between H-1 and H-8a whereas 6-substituted-3,5(Z)-hexadienyl azidoformates produced a cis and trans mixture. The mechanism was proposed as the loss of nitrogen to form an acyl nitrene, then addition to a double bond to produce an aziridine. Finally the cleavage of the C-C bond generated a vinylazomethine ylide followed by recyclization to a fused 2-pyrroline.