98361-87-6

Basic information

• Product Name: 5,6-dihydrocyclopentacenaphthylene-1,2-dione mono-p-toluenesulfonylhydrazone
• Synonyms: 5,6-dihydrocyclopentacenaphthylene-1,2-dione mono-p-toluenesulfonylhydrazone
• CAS NO: 98361-87-6
• Molecular Weight: 376.436
• Mol File: 98361-87-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5,6-dihydrocyclopentacenaphthylene-1,2-dione mono-p-toluenesulfonylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-dihydrocyclopentacenaphthylene-1,2-dione mono-p-toluenesulfonylhydrazone(98361-87-6)
• EPA Substance Registry System: 5,6-dihydrocyclopentacenaphthylene-1,2-dione mono-p-toluenesulfonylhydrazone(98361-87-6)

Safety Data

• Hazardous Substances Data: 98361-87-6(Hazardous Substances Data)

Upstream product

• 5254-01-3 1,2-diketopyracene 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 5699-00-3 1,2-dihydro-6-oxacyclopentaphenalene-5,7-dione 

Relevant articles and documents

Mechanistic Studies on the Wolff Rearrangement: The Chemistry and Spectroscopy of Some α-Ketocarbenes

Photochemical extrusion of dinitrogen from diazo ketones 1-4 matrix isolated in argon at 10-15 K produces α-ketocarbenes 5, 6, and 8.UV-vis, infrared, and electron spin resonance spectroscopy identify the α-ketocarbenes, which are further characterized by trapping with carbon monoxide and dioxygen.Excitation (T0-T1) of the α-ketocarbenes leads to rapid ring contraction of 5 -> 9 and slow ring contraction of 6 -> 10 and 8 -> 12.This trend parallels the increasing degree of strain in the product ketenes.Shorter wavelength irradiation causes rapid ring contraction of 6 -> 10 and 8 -> 12.The stepwise Wolff rearrangement of 1-4 proceeds through an α-ketocarbene.Ring contraction occurs in a singlet excited state (S''') formed upon photolysis of the primary product α-ketocarbene (T0).