1644-72-0

Basic information

• Product Name: 2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98
• Synonyms: 2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98;2-(trifluoromethylthio)bromobenzene;2-Bromophenyltrifluoromethylsulfide;(2-bromophenyl)(trifluoromethyl)sulfane
• CAS NO: 1644-72-0
• Molecular Formula: C₇H₄BrF₃S
• Molecular Weight: 257.0708696
• Mol File: 1644-72-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 156℃
• Flash Point: 48℃
• Appearance: /
• Density: 1.71
• Vapor Pressure: 3.88mmHg at 25°C
• Refractive Index: 1.5125
• Sensitive: Stench
• CAS DataBase Reference: 2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98(1644-72-0)
• EPA Substance Registry System: 2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98(1644-72-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• WGK Germany: 3
• HazardClass: IRRITANT, STENCH
• Hazardous Substances Data: 1644-72-0(Hazardous Substances Data)

Usage

Description

2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98, also known as 1-Bromo-2-(trifluoromethylthio)benzene, is an organic chemical compound that features a bromo and trifluoromethylthio group attached to a phenyl ring. It is a halogenated compound with potential applications in various fields due to its unique chemical properties.

Uses

Used in Organic Chemical Synthesis:
2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98 is used as an organic chemical synthesis intermediate for the production of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows it to serve as a valuable building block in the synthesis of complex organic molecules.
Used in Proteomics Research:
In the field of proteomics, 2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98 is utilized as a halogenated compound for studying protein structure, function, and interactions. Its presence enables researchers to investigate the properties of proteins and develop a better understanding of biological processes.
Used in Pharmaceutical Industry:
2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98 is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical properties make it a valuable component in the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, 2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98 is employed as an intermediate in the synthesis of pesticides and other crop protection agents. Its incorporation into these products can enhance their effectiveness and selectivity, leading to better agricultural outcomes.
Used in Specialty Chemicals:
2-BROMOPHENYL TRIFLUOROMETHYL SULPHIDE 98 is also used in the production of specialty chemicals, such as dyes, fragrances, and other fine chemicals. Its unique structure and properties make it a versatile building block for creating novel and high-value chemical products.

InChI:InChI=1/C7H4BrF3S/c8-5-3-1-2-4-6(5)12-7(9,10)11/h1-4H

Upstream product

• 108-86-1 bromobenzene 
• 421-17-0 Trifluoromethylsulfenyl chloride 
• 98-88-4 benzoyl chloride 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 6320-02-1 o-bromothiophenol 
• 2926-29-6 Langlois reagent 
• 811-68-7 silver(I) trifluoromethanethiolate 
• 1395062-33-5 1-bromo-2-{[bromo(difluoro)methyl]sulfanyl}benzene 
• 456-56-4 phenyl trifluoromethylsulfide 
• 719-98-2 N-((trifluoromethyl)thio)isoindoline-1,3-dione 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 2314-97-8 iodotrifluoromethane 
• 71112-91-9 bis(2-bromophenyl) disulfide 
• 2923-16-2 potassium trifluoroacetate 

Downstream Products

• 1309953-74-9 1-(trifluoromethylsulfanyl)-2-vinylbenzene 
• 60940-12-7 1-bromo-4-nitro-2-(trifluoromethylthio)benzene 

Relevant articles and documents

A convenient synthesis of trifluoromethyl aryl sulfides

Trifluoromethyl aryl sulfides are obtained in moderate/good yields by heating potassium trifluoroacetate and aryl disulfides in sulfolane. Copyright (C) 1996 Elsevier Science Ltd.

S-(Trifluoromethyl)Benzothioate (TFBT): A KF-Based Reagent for Nucleophilic Trifluoromethylthiolation

S-(Trifluoromethyl)benzothioate (TFBT) has been developed as an inexpensive, bench-stable, and user-friendly trifluoromethylthiolation reagent, which can be easily synthesized by using KF as the only fluorine source. By using TFBT, trifluoromethylthiolates with various counterions can be readily obtained. The synthetic application of TFBT was demonstrated by trifluoromethylthiolation-halogenation of arynes, bis(trifluoromethylthiolation)–halogenation of 1,2-benzdiynes, nucleophilic substitution of alkyl halides, deoxytrifluoromethylthiolation of alcohols, and cross-coupling with aryl and vinyl boronic acids.

Copper-Catalyzed Trifluoromethylthiolation of Di(hetero)aryl-λ3-iodanes: Mechanistic Insight and Application to Synthesis of (Hetero)Aryl Trifluoromethyl Sulfides

The direct and regioselective copper/S-Phos-catalyzed trifluoromethylthiolation of symmetrical and unsymmetrical di(hetero)aryl-λ3-iodanes has been accomplished for the synthesis of various (hetero)aryl trifluoromethyl sulfides employing readily accessible silver trifluoromethylthiolate (AgSCF3) as nucleophilic trifluoromethylthiolating reagent. The developed transformation tolerates various functional groups like nitrile, enolizable ketone, ester, nitro and free carboxylic acid. Interestingly, the formal trifluoromethylthiolation of arenes was also achieved through integration of the synthesis of diaryl-λ3-iodanes from arenes with the trifluoromethylthiolation. Mechanistic investigations did not favor the radical formation and SET pathway. Based on the variable temperature 19F NMR spectroscopy, isolation of the most relevant catalytic intermediate, and stoichiometric studies supported the Cu(I)/Cu(III) catalytic cycle, wherein the oxidative addition of diaryl-λ3-iodanes was assisted by the silver salt.