41601-45-0

Basic information

• Product Name: dibenzenesulfenimidyl radical
• Synonyms: dibenzenesulfenimidyl radical
• CAS NO: 41601-45-0
• Molecular Weight: 232.35
• Mol File: 41601-45-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: dibenzenesulfenimidyl radical(CAS DataBase Reference)
• NIST Chemistry Reference: dibenzenesulfenimidyl radical(41601-45-0)
• EPA Substance Registry System: dibenzenesulfenimidyl radical(41601-45-0)

Safety Data

• Hazardous Substances Data: 41601-45-0(Hazardous Substances Data)

Upstream product

• 931-59-9 benzenesulfenyl chloride 
• 24364-84-9 bis-benzenesulfenyl-amine 

Relevant articles and documents

Attempts to Synthesize Sterically Hindered Thiazyl Arenes and Their Relationship to Arylsulfenyl Nitrenes

Up till now all attempts to synthesize organic thiazyl compounds in substance failed.Stabilization leads to the corresponding disulfide 2, the thioaminyl radical 7 and the sulphur diimide 8.Formally thiazyl compounds 1 and sulfenyl nitrenes 1 were resonance structures.Via sulfenyl nitrenes 1 the formation of 2, 7, 8 can be discussed.An in situ preparation of sulfenyl nitrene 1a via the sulfenyl chloride 5a, synthesized by chlorination of the disulfide 2a, and the sulfenyl azide 6a is described in detail. 1a can also be prepared from the sulfenyl amide 4a by oxidation.The structures of the radicals 7a-f and 12f are discussed.

Accelerated Decomposition of Benzoyl Peroxide by Dibenzenesulfenimide: One-Electron Transfer or Nucleophilic Substitution ?

Dibenzenesulfenimide (PhS)2NH reacts with many organic peroxides in solution at room temperature to produce radical as well as nonradical intermediates.The stable dibenzenesulfenimidyl radical (PhS)2N* is a key intermediate and provides a convenient means for monitoring these reactions.We have studied the reaction of (PhS)2NH with benzoyl peroxide (BPO) in detail, and we find this sulfenimide to be among the most effective species in inducing the decomposition of BPO known to date.The BPO is quantitatively converted to benzoic acid; (PhS)2NH gives diphenyl disulfide,N2 and tar.The kinetics of the appearance of the sulfenimidyl radical are complex.Interestingly, although the sulfenimidyl radical is clearly formed, the dibenzenesulfenimide/benzoyl peroxide reaction is ineffective as an initiator of styrene polymerization.A mechanism for the interaction of the sulfenimide and benzoyl peroxide that involves the formation of a tetravalent sulfur compound is proposed.This reaction and other related systems from the literature are discussed in terms of competing one-electron-transfer and/or nucleophilic-substitution mechanisms.