55039-36-6

Basic information

• Product Name: 3-phenyl-pent-2-enoyl chloride
• Synonyms: 3-phenyl-pent-2-enoyl chloride
• CAS NO: 55039-36-6
• Molecular Weight: 194.661
• Mol File: 55039-36-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-phenyl-pent-2-enoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenyl-pent-2-enoyl chloride(55039-36-6)
• EPA Substance Registry System: 3-phenyl-pent-2-enoyl chloride(55039-36-6)

Safety Data

• Hazardous Substances Data: 55039-36-6(Hazardous Substances Data)

Upstream product

• 1528-58-1 (E)-3-phenyl-2-pentenoic acid 

Downstream Products

• 22174-65-8 (Z,E)-4-phenyl-3-hexen-2-one 
• 87931-48-4 3-phenyl-pent-3-enoic acid 
• 176715-86-9 (E)-3-Phenyl-pent-2-enethioic acid diphenylamide 
• 176715-87-0 (E)-3-Phenyl-pent-2-enethioic acid methyl-phenyl-amide 
• 176715-88-1 (E)-3-Phenyl-1-piperidin-1-yl-pent-2-ene-1-thione 
• 750647-37-1 (S)-N-[3-phenyl-2-(E)-pentenoyl]-4-isopropyl-1,3-oxazolidine-2-thione 
• 176715-81-4 (E)-3-Phenyl-pent-2-enoic acid diphenylamide 
• 176715-83-6 1-((E)-3-phenyl-2-pentenoyl)piperidine 
• 1528-59-2 3-phenyl-pent-2-enoic acid ethyl ester 

Relevant articles and documents

Contra-thermodynamic E → Z isomerization of cinnamamides via selective energy transfer catalysis

A bio-inspired, photocatalytic E → Z isomerization of cinnamides is reported using inexpensive (?)-riboflavin (vitamin B2) under irradiation at λ = 402 nm. This operationally simple transformation is compatible with a range of amide derivatives including –NR2, –NHSO2R and N(Boc)2 (up to 99:1 Z:E). Selective energy transfer from the excited state photocatalyst to the starting E-isomer ensures that directionality is achieved: The analogous process with the Z-isomer is inefficient due to developing allylic strain causing chromophore deconjugation. This is supported by X-ray analysis and Stern-Volmer photo-quenching studies. Preliminary validation of the method in manipulating the conformation of a simple model Leu-enkephalin penta-peptide is disclosed via the incorporation of a cinnamamide-based amino acid.