85952-32-5

Basic information

• Product Name: 2-Trifluoromethylbenzylsulfonyl chloride
• Synonyms: [2-(Trifluoromethyl)phenyl]methanesulphonyl chloride;2-[(Chlorosulphonyl)methyl]benzotrifluoride, alpha-(Chlorosulphonyl)-2-(trifluoromethyl)toluene;2-(METHANESULFONYL CHLORIDE)BENZOTRIFLUORIDE;2-TRIFLUOROMETHYLBENZYLSULFONYL CHLORIDE;(2-TRIFLUOROMETHYL-PHENYL)-METHANESULFONYL CHLORIDE;2-TRIFLUOROMETHYL-PHENYL-METHANSULFOCHLORIDE;2-(Trifluoromethyl)SulfonylChloride;2-Trifluoromethylben
• CAS NO: 85952-32-5
• Molecular Formula: C₈H₆ClF₃O₂S
• Molecular Weight: 258.65
• Product Categories: Fluorobenzene
• Mol File: 85952-32-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 281.4 °C at 760 mmHg
• Flash Point: 124 °C
• Appearance: /
• Density: 1.506 g/cm³
• Vapor Pressure: 0.00607mmHg at 25°C
• Refractive Index: 1.494
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Trifluoromethylbenzylsulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Trifluoromethylbenzylsulfonyl chloride(85952-32-5)
• EPA Substance Registry System: 2-Trifluoromethylbenzylsulfonyl chloride(85952-32-5)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• Hazardous Substances Data: 85952-32-5(Hazardous Substances Data)

Usage

Application

2-Trifluoromethylbenzylsulfonyl chloride is a useful research chemical.

InChI:InChI=1/C8H6ClF3O2S/c9-15(13,14)5-6-3-1-2-4-7(6)8(10,11)12/h1-4H,5H2

Upstream product

• 862896-97-7 (2-trifluoromethylphenyl)methanesulfonic acid 

Downstream Products

• 112941-35-2 (2-trifluoromethylphenyl)-methanesulfonamide 
• 862896-97-7 (2-trifluoromethylphenyl)methanesulfonic acid 
• 1335292-51-7 methyl 3-[(2,2-difluoroethyl)(2-trifluoromethylphenylmethanesulfonyl)amino]-pyridine-2-carboxylate 
• 1335290-41-9 1-(2,2-difluoroethyl)-2,2-dioxo-3-(2-trifluoromethyl-phenyl)-1,2-dihydro-2-thia-1,5-diazanaphthalen-4-ol 
• 1123754-39-1 (S)-1-(1H-indol-3-yl)-2-(2-trifluoromethyl-phenylmethanesulfonyl)-1,2,3,4-tetrahydro-isoquinoline 
• 1123754-33-5 (R)-1-(1H-indol-3-yl)-2-(2-trifluoromethylphenylmethanesulfonyl)-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Alkyne Linchpin Strategy for Drug:Pharmacophore Conjugation: Experimental and Computational Realization of a Meta-Selective Inverse Sonogashira Coupling

The late-stage functionalization (LSF) of pharmaceutical and agrochemical compounds by the site-selective activation of C-H bonds provides access to diverse structural analogs and expands synthetically-accessible chemical space. We report a C-H functionalization LSF strategy that hinges on the use of an alkyne linchpin to assemble conjugates of sp2-rich marketed pharmaceuticals and agrochemicals with sp3-rich 3D fragments and natural products. This is accomplished through a template-assisted inverse Sonogashira reaction that displays high levels of selectivity for the meta position. This protocol is also amenable to distal structural modifications of α-amino acids. The transformation of alkyne functionality to other functional groups further highlights the applicative potential. Computational and experimental mechanistic studies shed light on the detailed mechanism. Turnover-limiting 1,2-migratory insertion of the bromoalkyne coupling partner occurs after relatively fast C-H activation. While this insertion occurs unselectively, regioconvergence results from one of the adducts undergoing a 1,2-trialkylsilyl migration to form the alkynylated product. A heterobimetallic Pd-Ag transition structure is essential for product formation in the β-bromide elimination step.

Process for the synthesis of sulfonyl halides and sulfonamides from sulfonic acid salts

The present invention provides synthetic processes for the preparation of sulfonyl halides of Formula Ar—(R)z—O2—X and sulfonamides of Formula Ar—(R)2—SO2—NR4R5, where the constituent varia

Processes for the preparation of aryl-and heteroaryl-alkylsulfonyl halides

The present invention provides processes for the preparation of arylalkylsulfonyl halides and heteroarylalkylsufonyl halides of Formula I: Ar—R—SO2—X, that are useful as intermediates in the preparation of pharmaceuticals.