201790-21-8

Basic information

• Product Name: 2-methyl-3-phenyl-2-heptene
• Synonyms: 2-methyl-3-phenyl-2-heptene
• CAS NO: 201790-21-8
• Molecular Weight: 188.313
• Mol File: 201790-21-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-methyl-3-phenyl-2-heptene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-3-phenyl-2-heptene(201790-21-8)
• EPA Substance Registry System: 2-methyl-3-phenyl-2-heptene(201790-21-8)

Safety Data

• Hazardous Substances Data: 201790-21-8(Hazardous Substances Data)

Upstream product

• 2591-86-8 N-Formylpiperidine 
• 109-72-8 n-butyllithium 
• 5912-93-6 1-bromo-2-methyl-1-phenyl-1-propene 
• 42044-57-5 2-methyl-3-phenyl-3-heptanol 

Downstream Products

• 16311-80-1 2-Methyl-3-phenyl-heptan 

Relevant articles and documents

Stereochemistry of Carbenic 1,2-Vinyl Shifts

Various 1-phenylbut-3-enylidenes, (Ph)CCR2CH=CHR', were generated thermally and photolytically from tosylhydrazone (diazo) precursors. 1,2-Vinyl shifts, leading to 1,3-dienes, R′CH=CHC(Ph)=CR2, were found to predominate over γ-C-H insertion (R = Me) and to compete with 1,2-H shifts (R = H). Intramolecular addition to the double bond was detected in the case of R = R′ = Me. The resulting bicyclobutane is thermally stable and does not mediate the vinyl shift. Stereospecific migration of 1-propenyl groups (R′ = Me), with retention of configuration, was observed on thermolysis and direct photolysis of appropriate substrates. These data exclude the intervention of a triplet diradical and point to vinyl migration in the singlet manifold. Benzophenone-sensitized generation of the carbenes led to partial stereomutation but did not provide conclusive evidence for a triplet rearrangement (isomerization of the diene products could not be avoided under these conditions).