66365-89-7

Basic information

• Product Name: 4-methyl-N-[(2-oxoacenaphthen-1-ylidene)amino]benzenesulfonamide
• CAS NO: 66365-89-7
• Molecular Formula: C₁₉H₁₄N₂O₃S
• Molecular Weight: 350.398
• Mol File: 66365-89-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 584.1°Cat760mmHg
• Flash Point: 307.1°C
• Density: 1.39g/cm³
• CAS DataBase Reference: 4-methyl-N-[(2-oxoacenaphthen-1-ylidene)amino]benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-N-[(2-oxoacenaphthen-1-ylidene)amino]benzenesulfonamide(66365-89-7)
• EPA Substance Registry System: 4-methyl-N-[(2-oxoacenaphthen-1-ylidene)amino]benzenesulfonamide(66365-89-7)

Safety Data

• Hazardous Substances Data: 66365-89-7(Hazardous Substances Data)

Upstream product

• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 82-86-0 acenaphthene quinone 

Downstream Products

• 81-84-5 1,8-Naphthalic anhydride 
• 2008-77-7 2-diazoacenaphthen-1-one 

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).