1643-70-5

Basic information

• Product Name: Disulfide, phenyl trifluoromethyl
• CAS NO: 1643-70-5
• Molecular Formula: C7H5F3S2
• Molecular Weight: 210.244
• Mol File: 1643-70-5.mol

Chemical Properties

• CAS DataBase Reference: Disulfide, phenyl trifluoromethyl(CAS DataBase Reference)
• NIST Chemistry Reference: Disulfide, phenyl trifluoromethyl(1643-70-5)
• EPA Substance Registry System: Disulfide, phenyl trifluoromethyl(1643-70-5)

Safety Data

• Hazardous Substances Data: 1643-70-5(Hazardous Substances Data)

Upstream product

• 421-17-0 Trifluoromethylsulfenyl chloride 
• 14230-09-2 dimethyl(phenylthio)arsine 
• 108-98-5 thiophenol 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 882-33-7 diphenyldisulfane 
• 2378-04-3 S-phenyl thiotrifluoroacetate 
• 60933-15-5 phenyl trifluoromethanethiosulfonate 
• 3872-23-9 Copper(I) trifluoromethanethiolate 
• 87840-93-5 1,2,3,4,5-Pentakis(trifluoromethylthio)pyrrole 
• 372-64-5 Bis(trifluoromethyl)disulfid 

Downstream Products

• 2314-97-8 iodotrifluoromethane 

Relevant articles and documents

Direct Perfluoroalkylthiolation of Few Chalcogenols

Trifluoromethanesulfenamide reagent can react with alcohols, in basic conditions, or with thiols, in catalytic acid conditions, to afford the corresponding trifluoromethanesulfenates or trifluoromethyldisulfides. The use of higher homologs of this reagent

Unusual reaction of Grignard reagents with bis(trifluoromethyl)disulfide

Simultaneous scission of the C-S and S-S bonds of bis(trifluoromethyl)disulfide occurs on treatment with Grignard reagents at -78 deg C and gives rise to unsymmetrical disulfides and sulfides as well as alkyl sulfides.Under similar experimental conditions, alkyl disulfides are recovered unreacted.Probable mechanisms of the cleavage reactions are presented.

Synthetic Uses of Thio- and Selenoesters of Trifluoromethylated Acids. 1. Preparation of Trifluoromethyl Sulfides and Selenides

Trifluorothioacetates (CF3CO-S-R, from (CF3CO)2O and thiols) as well as trifluoromethanethio-or trifluoromethaneselenosulfonates (CF3SO2-Y-R; Y = S, Se; from CF3SO2Na, RYYR, and Br2) can be formally decarbonylated or desulfonylated, respectively, provided that they are photolyzed at 40°C in the presence of 1 equiv of the corresponding disulfide or diselenide. Trifluoromethyl sulfides or selenides are obtained, and the added disulfide (or diselenide) is recovered after reaction. In such a way, S-(trifluoromethyl)cysteine derivatives can be obtained.

A new route to thio- and selenosulfonates from disulfides and diselenides. Application to the synthesis of new thio- and selenoesters of triflic acid

Alkyl and aryl trifluoromethanethiosulfonates1 (or selenosulfonates) were prepared in one step either from alkyl and aryl sulfenyl (or selenenyl) chlorides and sodium trifluoromethanesulfinate (3) or, more generally, from disulfides (or diselenides), 3, and bromine. The second method involved trifluoromethanesulfonyl bromide as key intermediate. Benzenethiosulfonates were obtained in a similar way from disulfides, benzenesulfinate, and bromine but benzeneselenosulfonates could not be obtained by the same method from diselenides.

(Perhalomethylthio)heterocycles, XIV. Preparation and Properties of N-Substituted Tetrakis(trifluoromethylthio)pyrroles

2,3,4,5-Tetrakis(trifluoromethylthio)pyrrole (1) reacts with bases and Lewis bases to give salts and 1:1 adducts, respectively.The potassium (2b) and sodium salt (2c) as well as the adducts of pyridine (2d), NH3 (2e), and trimethylamine (2f) were prepared.Reactions of the silver or potassium salts with sulfenyl chlorides or SxCl2 (x = 1,2) give N-sulfenylated pyrroles 6a-f as well as dipyrrolylsulfane 5a and -disulfane 5b.Pentakis(trifluoromethylthio)pyrrole (6a) is a good mild sulfenylating agent, exchanging the CF3S group for acidic hydrogen atoms in alcohols, thioalcohols and amines.The silver salt 2a reacts with CF3SeCl to form 1-(trifuoromethylselenyl)-2,3,4,5-tetrakis(trifluoromethylthio)pyrrole (6g).Except 2a,d,f all other substances are sensitive against hydrolysis.