194418-07-0

Basic information

• Product Name: 2-(2-phenylethyl)benzaldehyde tosylhydrazone
• Synonyms: 2-(2-phenylethyl)benzaldehyde tosylhydrazone
• CAS NO: 194418-07-0
• Molecular Weight: 378.495
• Mol File: 194418-07-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(2-phenylethyl)benzaldehyde tosylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-phenylethyl)benzaldehyde tosylhydrazone(194418-07-0)
• EPA Substance Registry System: 2-(2-phenylethyl)benzaldehyde tosylhydrazone(194418-07-0)

Safety Data

• Hazardous Substances Data: 194418-07-0(Hazardous Substances Data)

Upstream product

• 835-78-9 [2-(2-phenylethyl)phenyl]methanol 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 78920-30-6 1-benzylbenzocyclobutene 
• 22253-11-8 2-phenyl-2,3-dihydro-1H-indene 
• 34403-05-9 1-methyl-2-phenethylbenzene 
• 32832-96-5 2-phenethylbenzaldehyde 
• 833-48-7 dibenzosuberane 
• 194418-09-2 1-Diazomethyl-2-phenethyl-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.