2905-25-1

Basic information

• Product Name: 2-Bromobenzenesulphonyl chloride
• Synonyms: 2-BROMOSULFONYL CHLORIDE;2-BROMOBENZENE-1-SULFONYL CHLORIDE;2-BROMOBENZENESULFONYL CHLORIDE;2-BROMOBENZENESULPHONYL CHLORIDE;O-BROMOBENZENESULFONYL CHLORIDE;Benzenesulfonyl chloride, 2-bromo-;2-bromobeneze sulfonyl chloride;2-Bromobenzenesulfonyl
• CAS NO: 2905-25-1
• Molecular Formula: C₆H₄BrClO₂S
• Molecular Weight: 255.52
• Product Categories: blocks;Bromides;Sulfonamides;Phenyls & Phenyl-Het;Sulphonyl Chlorides;Benzenesulfonyl chloride;Sulfonyl Chloride;Aryl;Organohalides;Phenyls & Phenyl-Het;Sulphonyl Chlorides;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 2905-25-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 49-52 °C(lit.)
• Boiling Point: 98-100°C (0.5 torr)
• Flash Point: 127-128°C/2.4mm
• Appearance: Slightly yellow/Crystalline Powder
• Density: 1.7910 (estimate)
• Vapor Pressure: 0.000974mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 2692202
• CAS DataBase Reference: 2-Bromobenzenesulphonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromobenzenesulphonyl chloride(2905-25-1)
• EPA Substance Registry System: 2-Bromobenzenesulphonyl chloride(2905-25-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 2905-25-1(Hazardous Substances Data)

Usage

Chemical Properties

slightly yellow crystalline powder

Uses

Different sources of media describe the Uses of 2905-25-1 differently. You can refer to the following data:
1. 2-Bromobenzenesulfonyl Chloride
2. 2-Bromobenzenesulfonyl chloride may be used in the following:Preparation of 2-bromobenzenesulfonic acid phenyl ester.For the sufonylation during the synthesis of 2-bromobenzenesulfonamide.Synthesis of chiral 2-(p-toluenesulfinyl)benzenesulfonamide.

General Description

2-Bromobenzenesulfonyl chloride can be synthesized from 2-aminobenzenesulfonic acid.

InChI:InChI=1/C6H4BrClO2S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H

Upstream product

• 108-86-1 bromobenzene 
• 10448-07-4 2-bromobenzenediazonium tetrafluoroborate 
• 576-92-1 bromobenzene-2-sulfonic acid 
• 88-21-1 2-amino-1-benzenesulfonic acid 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 615-36-1 2-bromoaniline 
• 146335-10-6 1-bromo-2-<(methoxymethyl)thio>benzene 

Downstream Products

• 5324-79-8 1-bromo-2-(phenylsulfonyl)benzene 
• 90725-81-8 2-bromo-N-(5-methyl-[1,3,4]oxadiazol-2-yl)-benzenesulfonamide 
• 139021-59-3 1-(2-bromobenzenesulfonyl)-2,5-dihydro-1H-pyrrole 
• 153623-86-0 N-(3,4-Dimethyl-5-isoxazolyl)-2-bromo-benzenesulfonamide 
• 153624-58-9 1-((2-bromophenyl)sulfonyl)-1H-pyrrole 
• 440352-77-2 2-(2-bromobenzenesulfonyl)-4,5-dichloropyridazin-3-one 
• 195447-72-4 N-(4,5-dimethyl-3-isoxazolyl)-2-bromobenzenesulfonamide 
• 691887-04-4 4-[(2-bromo-benzenesulfonylamino)-methyl]-cyclohexanecarboxylic acid 
• 830319-73-8 1-(2-bromobenzenesulfonyl)piperidin-2-one 
• 830319-82-9 1-(2-bromobenzenesulfonyl)-5S-(tert-butyldiphenylsilanyloxymethyl)pyrrolidin-2-one 
• 883974-07-0 2-bromo-N-(5-chloro-benzooxazol-2-yl)-benzenesulfonamide 
• 705279-09-0 N,N-dibenzyl-2-bromobenzenesulfonamide 
• 635288-54-9 2-bromo-N-[(1S,2S)-1-(hydroxymethyl)-2-methylbutyl]benzenesulfonamide 
• 359780-19-1 Nε-(2-Bromobenzenesulfonyl)-Nα-(9-fluorenylmethoxycarbonyl)-L-lysine 

Relevant articles and documents

Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- And 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes

A nickel-catalyzed one-pot carbonylation reaction of 2-bromobenzenesulfonyl chlorides with alkynes for the synthesis of thiochromenones has been established. Both terminal and internal alkynes were suitable substrates in this carbonylative transformation, and a broad range of 2-mono- and 2,3-disubstituted thiochromenone products were obtained in moderate to good yields with quite high functional group compatibility. Notably, this procedure presents the first example of nickel-catalyzed carbonylative synthesis of thiochromenones with 2-bromobenzenesulfonyl chlorides as a promising sulfur precursor.

Aromatic Chlorosulfonylation by Photoredox Catalysis

Visible-light photoredox catalysis enables the efficient synthesis of arenesulfonyl chlorides from anilines. The new protocol involves the convenient in situ preparation of arenediazonium salts (from anilines) and the reactive gases SO2and HCl (from aqueous SOCl2). The photocatalytic chlorosulfonylation operates at mild conditions (room temperature, acetonitrile/water) with low catalyst loading. Various functional groups are tolerated (e.g., halides, azides, nitro groups, CF3, SF5, esters, heteroarenes). Theoretical and experimental studies support a photoredox-catalysis mechanism.

Palladium-catalysed dehydrogenative sp3 C-H bonds functionalisation into alkenes: A direct access to N-alkenylbenzenesulfonamides

The palladium-catalysed dehydrogenation of sp3 carbon-hydrogen bonds of N-alkylbenzenesulfonamides allows a simple access to N-alkenylbenzenesulfonamides. The reaction proceeds with easily accessible catalysts, with pivalate as a base, and allo