78920-30-6

Basic information

• Product Name: Bicyclo[4.2.0]octa-1,3,5-triene, 7-(phenylmethyl)-
• CAS NO: 78920-30-6
• Molecular Formula: C15H14
• Molecular Weight: 194.276
• Mol File: 78920-30-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Bicyclo[4.2.0]octa-1,3,5-triene, 7-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[4.2.0]octa-1,3,5-triene, 7-(phenylmethyl)-(78920-30-6)
• EPA Substance Registry System: Bicyclo[4.2.0]octa-1,3,5-triene, 7-(phenylmethyl)-(78920-30-6)

Safety Data

• Hazardous Substances Data: 78920-30-6(Hazardous Substances Data)

Upstream product

• 78920-31-7 2-(2-bromophenyl)-3-phenylpropionitrile 
• 78920-33-9 2-(2-bromophenyl)-3-phenyl-1-propanol 
• 78920-36-2 2-(2-bromophenyl)-3-phenylpropanal 
• 100-39-0 benzyl bromide 
• 19472-74-3 2-(2-bromophenyl)acetonitrile 
• 194418-07-0 2-(2-phenylethyl)benzaldehyde tosylhydrazone 
• 835-78-9 [2-(2-phenylethyl)phenyl]methanol 
• 4890-85-1 o-phenethylbenzoic acid 
• 194418-09-2 1-Diazomethyl-2-phenethyl-benzene 
• 78939-71-6 1-Bromo-2-(1-bromomethyl-2-phenyl-ethyl)-benzene 

Relevant articles and documents

Reactivity of functionalized arylcarbenes. 2-Phenylethyl side chains and hetero analogues

Phenylcarbenes with -X-CH2Ph and -CH2-X-Ph (X = CH2, O, SiMe2) groups in the ortho position were generated thermally and photolytically from diazo or tosylhydrazone precursors. Stereorandom insertion reactions with β-C-H bonds were observed, pointing to a triplet abstraction-recombination mechanism. Large kinetic and stereochemical deuterium isotope effects support this notion. The ample formation of benzocyclobutenes from 2-CH2-X-Ph substrates is due to insertion of the carbenes into ArCH2-X bonds. Addition to the terminal phenyl groups competes with C-H and C-X insertion. The results of benzophenone sensitization and of trapping with methanol suggest that the intramolecular reactions of functionalized arylcarbenes proceed, at best, competitively with spin inversion.