1333375-53-3

Basic information

• Product Name: (difluoromethyl)(imino)(phenyl)-λ⁶-sulfanone
• Synonyms: (difluoromethyl)(imino)(phenyl)-λ⁶-sulfanone
• CAS NO: 1333375-53-3
• Molecular Weight: 191.201
• Mol File: 1333375-53-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (difluoromethyl)(imino)(phenyl)-λ⁶-sulfanone(CAS DataBase Reference)
• NIST Chemistry Reference: (difluoromethyl)(imino)(phenyl)-λ⁶-sulfanone(1333375-53-3)
• EPA Substance Registry System: (difluoromethyl)(imino)(phenyl)-λ⁶-sulfanone(1333375-53-3)

Safety Data

• Hazardous Substances Data: 1333375-53-3(Hazardous Substances Data)

Upstream product

• 108-98-5 thiophenol 
• 1535-67-7 difluoromethyl phenyl sulfide 
• 1111-78-0 ammonium carbamate 
• 1260111-76-9 N-(acetyl) bromodifluoromethyl phenyl sulfilimine 
• 24933-64-0 1-(difluoromethylsulfinyl)benzene 

Downstream Products

• 1333375-54-4 N-methyl-S-difluoromethyl-S-phenylsulfoximine 
• 1097192-99-8 N-toluylsulfonyl S-difluoromethyl S-phenyl sulfoximine 
• 1628946-71-3 PhSO(N-tert-butyldimethylsilyl)CF₂H 

Relevant articles and documents

Synthesis of α-Difluoromethyl Aryl Ketones through a Photoredox Difluoromethylation of Enol Silanes

We report here an efficient and highly straightforward access to α-difluoromethylated ketones through a visible light-mediated difluoromethylation of readily available enol silanes. The method, which takes advantage of the polyvalence of Hu's reagent, N-tosyl-S-difluoromethyl-S-phenylsulfoximine, used here as a CHF2 radical precursor under catalytic photoredox conditions, is practical, scalable, and provides the corresponding α-CHF2 ketones in good to excellent yields.

One-Pot Synthesis of Aryl- and Alkyl S-Perfluoroalkylated NH-Sulfoximines from Sulfides

A general efficient one-pot synthesis of S-perfluoroalkylated NH-sulfoximines from sulfides has been developed using phenyliodine diacetate (PIDA) and ammonium carbamate. Remarkable rate enhancement with trifluoroethanol was observed, presumably due to H-bonding effects. These mild and metal-free conditions are compatible with -CH2F, -CFCl2, -CF2H, -CF2Br, -C4F9, and -CF3 groups, in both the alkyl- and aryl series. Based on a 19F NMR analysis, a λ6-acetoxysulfanenitrile intermediate was proposed.

N,N-Dimethyl-S-difluoromethyl-S-phenylsulfoximinium tetrafluoroborate: A versatile electrophilic difluoromethylating reagent

Over the past decade, sulfur-based fluoromethyl containing compounds have been exhaustively investigated as versatile fluoroalkylating reagents by our research laboratory as well as many others. Lately, we have designed a novel electrophilic difluoromethylating protocol employing in situ prepared N,N-dimethyl-S-difluoromethyl-S-phenylsulfoximinium salt. The present reagent provides excellent reactivity toward a broad spectrum of nucleophilic species (N-, P-, S-, and O-nucleophiles) to yield the corresponding difluoromethylated products with high efficacy under mild conditions. Additional studies have been performed to elucidate the mechanistic fundamentals of the reactions.