79364-97-9

Basic information

• Product Name: 2-(phenylmethyl)benzaldehyde tosylhydrazone
• Synonyms: 2-(phenylmethyl)benzaldehyde tosylhydrazone
• CAS NO: 79364-97-9
• Molecular Weight: 364.468
• Mol File: 79364-97-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(phenylmethyl)benzaldehyde tosylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(phenylmethyl)benzaldehyde tosylhydrazone(79364-97-9)
• EPA Substance Registry System: 2-(phenylmethyl)benzaldehyde tosylhydrazone(79364-97-9)

Safety Data

• Hazardous Substances Data: 79364-97-9(Hazardous Substances Data)

Upstream product

• 32832-95-4 2-benzylbenzaldehyde 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 1586-00-1 2-(benzyl)benzyl alcohol 

Downstream Products

• 143722-46-7 1-Benzyl-2-diazomethyl-benzene 
• 613-31-0 9,10-dihydroanthracene 
• 713-36-0 2-benzyltoluene 

Relevant articles and documents

Intramolecular Addition Reactions of Functionalized Arylcarbenes to Arenes

carbenes with Ar = phenyl (16), 1-naphthyl (20), and 2-furyl (24) have been generated photolytically from appropriate diazo or tosylhydrazone precursors.Intramolecular addition to the arene prevailed in pentane solution, insertion into ortho C-H bonds of the arene being a minor process.On direct photolysis in methanol, intermolecular O-H insertion predominated over intramolecular addition to phenyl and 1-naphthyl groups (kS OH).The ratio of addition to O-H insertion was not affected by benzophenone sensitization in the case of Ar = Ph, but increased strongly in the case of Ar = 1-naphthyl.These data, implying kT > kTS for 20, constitute the first evidence for the addition of triplet arylcarbenes to arenes.Ar = 2-furyl was found to promote the intramolecular addition of both singlet 24 (kS ca. kOH) and triplet 24 (kT > kTS).The reactivity of arenes toward electrophiles (kS) and the stabilization of diradical intermediates (kT) is thought to account for the observed trends.