160656-62-2

Basic information

• Product Name: S-(TRIFLUOROMETHYL)DIBENZOTHIOPHENIUM-3-SULFONATE
• Synonyms: S-(TRIFLUOROMETHYL)DIBENZOTHIOPHENIUM-3-SULFONATE;S-(TRIFLUOROMETHYL)DIBENZOTHIOPHENIUM-3-SULFONATE ETHANOLATE;S-(TRIFLUOROMETHYL)DIBENZOTHIOPHENIUM-3-SULPHONATE;S-(TRIFLUOROMETHYL)DIBENZOTHIOPHENIUM-3-SULPHONATE ETHANOLATE;MEC-21;DAIKIN MEC-21;S-(Trifluoromethyl)dibenzothiophenium -3-sulphonate ethanolate 98%
• CAS NO: 160656-62-2
• Molecular Formula: C₁₃H₇F₃O₃S₂
• Molecular Weight: 332.32
• Mol File: 160656-62-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 160-165°C (dec.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: S-(TRIFLUOROMETHYL)DIBENZOTHIOPHENIUM-3-SULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: S-(TRIFLUOROMETHYL)DIBENZOTHIOPHENIUM-3-SULFONATE(160656-62-2)
• EPA Substance Registry System: S-(TRIFLUOROMETHYL)DIBENZOTHIOPHENIUM-3-SULFONATE(160656-62-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 160656-62-2(Hazardous Substances Data)

Usage

General Description

S-(trifluoromethyl)dibenzothiophenium-3-sulfonate is a chemical compound with the molecular formula C16H11F3O3S2. It is a sulfonate salt formed from the reaction of S-(trifluoromethyl)dibenzothiophenium with a sulfonating agent. S-(TRIFLUOROMETHYL)DIBENZOTHIOPHENIUM-3-SULFONATE is commonly used as a reagent in organic synthesis and as a building block in the manufacturing of pharmaceuticals and other fine chemicals. It has been found to have potential applications in the field of medicinal chemistry, particularly in the development of new drug candidates for various therapeutic uses. Additionally, S-(trifluoromethyl)dibenzothiophenium-3-sulfonate is also used as a research tool in the study of organic and pharmaceutical chemistry.

InChI:InChI=1/C13H7F3O3S2/c14-13(15,16)20-11-4-2-1-3-9(11)10-6-5-8(7-12(10)20)21(17,18)19/h1-7H

Upstream product

• 177483-14-6 2-<(Bromodifluoromethyl)thio>biphenyl 
• 220156-12-7 2-<(Trichloromethyl)thio>biphenyl 
• 90-43-7 2-Phenylphenol 
• 129922-51-6 2-<(trifluoromethyl)thio>biphenyl 
• 132-27-4 sodium 2-biphenylate 
• 16241-17-1 S-<2-Diphenylyl>-dimethylthiocarbaminat 
• 2688-96-2 2-phenylbenzenethiol 
• 19813-75-3 [1,1′-biphenyl]-2-yl(methyl)sulfane 
• 10345-41-2 O-([1,1'-biphenyl]-2-yl) N,N-dimethylcarbamothioate 
• 129922-49-2 2-<(trifluoromethyl)sulfinyl>biphenyl 
• 129946-88-9 Umemoto's reagent 

Downstream Products

• 455-14-1 4-trifluoromethylphenylamine 
• 88-17-5 2-(trifluoromethyl)benzenamine 

Relevant articles and documents

Useful electrophilic trifluoromethylating agents; S-, Se- and Te-(trifluoromethyl)dibenzo-thio-, -seleno- and -telluro-phenium-3-sulfonates

S, Se- and Te-(Trifluoromethyl)dibenzo-thio-, -seleno- and -telluro-phenium-3-sulfonates and their dimethyl and nitro derivatives have been synthesized in good yield by sulfonation of the corresponding (trifluoromethyl)dibenzocyclic chalcogen salts with fuming sulfuric acid or by sulfonation followed by nitration.The practical use of these power-variable trifluoromethylating agents has been demonstrated.Thus, they provide good yields of trifluoromethylated products, and the by-product (a salt of dibenzothiophene-3-sulfonic acid or an analog) was easily removed from the products by filtration or by washing with water.S-(Perfluoro-ethyl, -n-butyl- and -n-octyl)dibenzothiophenium-3 sulfonates have also been synthesized and a similar perfluoroalkylation using one of them has been accomplished. - Keywords: Electrophilic trifluoromethylating agents; Perfluoroalkylation; S-(Trifluoromethyl)dibenzothiophenium sulfonates; Se-(Trifluoromethyl)-dibenzoselenophenium sulfonates; Te-(Trifluoromethyl)dibenzotellurophenium sulfonates; NMR/IR spectroscopy

Effective methods for preparing S-(trifluoromethyl)dibenzothiophenium salts

New effective methods were developed for the preparation of useful electrophilic trifluoromethylating agents, S-(trifluoromethyl)dibenzothiophenium tetrafluoroborate (3) and triflate (4) and S-(trifluoromethyl)dibenzothiophenium-3-sulfonate (6). Thus, salts 3 and 4 were produced by the intramolecular cyclization of sulfoxide 1 with fuming sulfuric acid, followed by the counteranion replacement reaction of the intermediate (2) with sodium tetrafluoroborate and triflate, and salt 6 was directly produced from 1 by treatment with excess fuming sulfuric acid. Useful preparative methods for 1 were also described.