143722-50-3

Basic information

• Product Name: Naphthalene, 1-[[2-(diazomethyl)phenyl]methyl]-
• CAS NO: 143722-50-3
• Molecular Formula: C18H14N2
• Molecular Weight: 258.323
• Mol File: 143722-50-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Naphthalene, 1-[[2-(diazomethyl)phenyl]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 1-[[2-(diazomethyl)phenyl]methyl]-(143722-50-3)
• EPA Substance Registry System: Naphthalene, 1-[[2-(diazomethyl)phenyl]methyl]-(143722-50-3)

Safety Data

• Hazardous Substances Data: 143722-50-3(Hazardous Substances Data)

Upstream product

• 143722-48-9 2-(1-naphthylmethyl)benzyl alcohol 
• 143722-49-0 2-(naphthalen-1-ylmethyl)benzaldehyde 
• 69238-67-1 o-<(1-naphthyl)methyl>benzoic acid 
• 143722-47-8 2-(1-naphthylmethyl)benzaldehyde tosylhydrazone 

Downstream Products

• 16434-59-6 7,12-Dihydrobenz[a]anthracene 
• 20204-73-3 1-(2-methylbenzyl)naphthalene 
• 143722-51-4 6aH,12H-indeno<2',1':1.3>cyclopropa<1,2-a>naphthalene 

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.