16096-86-9

Basic information

• Product Name: Benzenesulfinamide, 4-chloro-
• CAS NO: 16096-86-9
• Molecular Formula: C6H6ClNOS
• Molecular Weight: 175.639
• Mol File: 16096-86-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenesulfinamide, 4-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfinamide, 4-chloro-(16096-86-9)
• EPA Substance Registry System: Benzenesulfinamide, 4-chloro-(16096-86-9)

Safety Data

• Hazardous Substances Data: 16096-86-9(Hazardous Substances Data)

Upstream product

• 21969-11-9 1-(4-chlorophenylthio)-4-nitrobenzene 
• 106-54-7 p-Chlorothiophenol 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 89244-07-5 C₁₂H₉ClN₂O₃S 
• 24535-53-3 4-nitro-4’-chlorodiphenylsulfoxide 
• 26760-21-4 methyl p-chlorobenzenesulphinate 

Downstream Products

• 847980-48-7 N-dihydrocinnamoyl-p-chlorobenzenesulfinamide 
• 847980-59-0 (S)-N-dihydrocinnamoyl-p-chlorobenzenesulfinamide 
• 1264737-60-1 N-benzoyl-4-chlorophenyl sulfonimidoyl fluoride 
• 1264737-72-5 N-[(4-chlorophenyl)-oxo-(trifluoromethyl)-λ6-sulfanylidene]benzamide 
• 731-17-9 N-Benzoyl-p-chlorbenzolsulfonimidoylchlorid 
• 342401-19-8 N-((4-chlorophenyl)sulfinyl)benzamide 

Relevant articles and documents

Hydroxylamine-Derived Reagent as a Dual Oxidant and Amino Group Donor for the Iron-Catalyzed Preparation of Unprotected Sulfinamides from Thiols

An iron catalyzed reaction for the selective transformation of thiols (-SH) to sulfinamides (-SONH2) by a direct transfer of -O and free -NH2 groups has been developed. The reaction operates under mild conditions using a bench stable hydroxylamine derived reagent, exhibits broad functional group tolerance, is scalable and proceeds without the use of any precious metal catalyst or additional oxidant. This novel, practical reaction leads to the formation of two distinct new bonds (S=O and S?N) in a single step to chemoselectively form valuable, unprotected sulfinamide products. Preliminary mechanistic studies implicate the role of the alcoholic solvent as an oxygen atom donor.

Synthesis of asymmetrical thioethers with sulfinamides as the sulfenylation agent under metal-free conditions

Using sulfinamides as a new reagent for preparation of asymmetrical thioethers has been developed under metal-free conditions. The reactions proceeded smoothly without the use of stinky thiophenol, highly toxic sulfonyl chloride or oxidant. Such a simple, efficient transformation provides an attractive approach to various diaryl sulfides in good to excellent yields.

CONVENIENT ONE-POT SYNTHESIS OF ARENESULFINAMIDES: REACTIONS OF 4-NITROPHENYL SUBSTITUTED PHENYL SULFOXIDES WITH ELEMENTAL SULFUR IN LIQUID AMMONIA

Various arenesulfinamides were synthesized in good yields by one-pot reactions of 4-nitrophenyl-substituted phenyl sulfoxides with elemental sulfur in liquid ammonia.The arenesulfinamides were further reduced with elemental sulfur in liquid ammonia to give corresponding disulfides.