777-44-6

Basic information

• Product Name: 3-(Trifluoromethyl)benzenesulfonyl chloride
• Synonyms: 3-(trifluoromethyl)benzenesulfonyl chloride(SALTDATA: FREE);3-(Chlorosulphonyl)benzotrifluoride;3-(TrifluoroMethyl)benzenesulfonyl chloride, 95% 5GR;BENZENESULFONYL CHLORIDE, 3-(TRIFLUOROMETHYL)-;ALPHA,ALPHA,ALPHA-TRIFLUOROTOLUENE-3-SULFONYL CHLORIDE;3-(TRIFLUOROMETHYL)BENZENE-1-SULFONYL CHLORIDE;3-TRIFLUOROMETHYLBENZENESULFOCHLORIDE;3-(TRIFLUOROMETHYL)BENZENESULFONYL CHLORIDE
• CAS NO: 777-44-6
• Molecular Formula: C₇H₄ClF₃O₂S
• Molecular Weight: 244.62
• EINECS: -0
• Product Categories: Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds;Fluorobenzene;Benzenesulfonyl chloride;Miscellaneous;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 777-44-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 90-92 °C
• Boiling Point: 88-90 °C6 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear pale yellow to brown/Liquid
• Density: 1.526 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.501mmHg at 25°C
• Refractive Index: n20/D 1.485(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive: Moisture Sensitive
• BRN: 2650774
• CAS DataBase Reference: 3-(Trifluoromethyl)benzenesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Trifluoromethyl)benzenesulfonyl chloride(777-44-6)
• EPA Substance Registry System: 3-(Trifluoromethyl)benzenesulfonyl chloride(777-44-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-25
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 777-44-6(Hazardous Substances Data)

Usage

Chemical Properties

clear pale yellow to brown liquid

InChI:InChI=1/C9H9F3S/c10-9(11,12)7-13-6-8-4-2-1-3-5-8/h1-5H,6-7H2

Upstream product

• 2251-27-6 1-(benzylsulfanyl)-3-(trifluoromethyl)benzene 
• 937-00-8 3-trifluoromethyl-thiophenol 
• 98-16-8 3-trifluoromethylaniline 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 

Downstream Products

• 67475-23-4 N-(5-ethyl-[1,3,4]thiadiazol-2-yl)-3-trifluoromethyl-benzenesulfonamide 
• 67475-42-7 N-(5-butyl-[1,3,4]thiadiazol-2-yl)-3-trifluoromethyl-benzenesulfonamide 
• 67475-48-3 N-(5-isobutyl-[1,3,4]thiadiazol-2-yl)-3-trifluoromethyl-benzenesulfonamide 
• 115562-38-4 N-(2'-hydroxyphenyl)-3-(trifluoromethyl)benzenesulfonamide 
• 115562-37-3 2'-aminophenyl-3-(trifluoromethyl)benzenosulfonate 
• 95-10-3 2-aminomethylbicyclo[2.2.1]hept-5-ene 
• 937-00-8 3-trifluoromethyl-thiophenol 
• 189340-61-2 3-trifluoromethylbenzenesulfonic acid 3-hydroxy-5-methylphenyl ester 
• 882423-09-8 N-methyl-3-(trifluoromethyl)benzenesulfonamide 
• 85845-02-9 (3-trifluoromethyl-benzenesulfonylamino)-acetic acid 

Relevant articles and documents

Meta C-H Arylation of Electron-Rich Arenes: Reversing the Conventional Site Selectivity

Controlling site selectivity of C-H activation without using a directing group remains a significant challenge. While Pd(II) catalysts modulated by a mutually repulsive pyridine-type ligand have been shown to favor the relatively electron-rich carbon centers of arenes, reversing the selectivity to favor palladation at the relatively electron-deficient positions has not been possible. Herein we report the first catalytic system that effectively performs meta C-H arylation of a variety of alkoxy aromatics including 2,3-dihydrobenzofuran and chromane with exclusive meta site selectivity, thus reversing the conventional site selectivity governed by native electronic effects. The identification of an effective ligand and modified norbornene (NBE-CO2Me), as well as taking advantage of the statistics, are essential for achieving the exclusive meta selectivity.

Conversion of thiols into sulfonyl halogenides under aerobic and metal-free conditions

An environmentally benign, metal-free synthesis of sulfonyl chlorides and bromides from thiols in the presence of ammonium nitrate, an aqueous solution of HCl and HBr and oxygen as a terminal oxidant was developed. The reactivity of various substituted thiophenols, benzylic-, aliphatic- and heteroaromatic thiols was examined. Ammonium nitrate served as a source of nitrogen oxides (NO/NO2), which are the crucial players in a redox-catalytic cycle. Sulfonyl chlorides and bromides were isolated without extraction and "filtered" over a short pad of silica gel; the use of solvents was greatly reduced in comparison with traditional isolation and purification. A "one-pot" protocol for the conversion of thiol into sulfonamide is also demonstrated. Scale-up experiments on the preparation of sulfonyl chloride and bromide are shown. A possible reaction pathway is discussed.

Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists

The present invention relates to urotensin II receptor antagonists, CCR-9 antagonists, pharmaceutical compositions containing them and their use.