2888-06-4

Basic information

• Product Name: 3-Chlorobenzenesulfonyl chloride
• Synonyms: BENZENESULFONYL CHLORIDE, 3-CHLORO-;BUTTPARK 95\57-49;3-CHLOROBENZENE-1-SULFONYL CHLORIDE;3-CHLOROBENZENESULFONYL CHLORIDE;3-CHLOROBENZENESULPHONYL CHLORIDE;3-Chlorobenzenesulfonylchloride,98%;3-Chlorobenzenesulphonyl chloride 98%;m-chlorobenzenesulfonyl chloride
• CAS NO: 2888-06-4
• Molecular Formula: C₆H₄Cl₂O₂S
• Molecular Weight: 211.07
• EINECS: 220-753-0
• Product Categories: Phenyls & Phenyl-Het;Sulphonyl Chlorides;Benzenesulfonyl chloride;Phenyls & Phenyl-Het;Sulphonyl Chlorides;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 2888-06-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 21°C
• Boiling Point: 102-104 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear yellow/Liquid
• Density: 1.499 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00273mmHg at 25°C
• Refractive Index: n20/D 1.568(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 2937139
• CAS DataBase Reference: 3-Chlorobenzenesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chlorobenzenesulfonyl chloride(2888-06-4)
• EPA Substance Registry System: 3-Chlorobenzenesulfonyl chloride(2888-06-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 2
• RTECS: DB8925500
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 2888-06-4(Hazardous Substances Data)

Usage

Chemical Properties

Clear yellow liquid

InChI:InChI=1/C6H4Cl2O2S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H

Upstream product

• 17333-84-5 3-chlorobenzenediazonium 
• 1126-34-7 3-amino-benzenesulfonic acid, monosodium salt 
• 108-42-9 3-chloro-aniline 
• 2037-31-2 3-chlorophenylthiol 
• 20677-52-5 3-chlorobenzenesulphonic acid 
• 17260-71-8 3-chloro-benzenesulfonamide 
• 456-39-3 3-chlorobenzenediazonium tetrafluoroborate 

Downstream Products

• 93307-58-5 3-chloro-N-(5-pentyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide 
• 82777-19-3 3-Chloro-benzenesulfonic acid 3-p-tolylsulfanyl-propyl ester 
• 19742-92-8 bis(3-chlorophenyl) disulfide 
• 191742-29-7 4-{4-[1-(3-Chloro-benzenesulfonylamino)-hexyl]-phenyl}-butyric acid methyl ester 
• 189340-77-0 3-chlorobenzenesulfonic acid 3-hydroxy-5-methylphenyl ester 

Relevant articles and documents

Preparation method of substituted benzene sulfonyl chloride

The invention provides a preparation method of substituted benzene sulfonyl chloride, which comprises the following steps: carrying out diazotization reaction on an aniline compound with a structure as shown in a formula I to obtain fluoboric acid diazonium salt with a structure as shown in a formula II; obtaining substituted benzene sulfonyl chloride with a structure as shown in a formula III from the fluoboric acid diazonium salt with the structure as shown in the formula II; wherein R is selected from any one of ortho-chlorine, bromine, methyl, chloromethyl, bromomethyl, nitro, cyano, acetyl, meta-chlorine, bromine, methyl, chloromethyl, bromomethyl, nitro, cyano, acetyl, para-chlorine, bromine, methyl, chloromethyl, bromomethyl, nitro, cyano and acetyl. The preparation method of the substituted benzene sulfonyl chloride provided by the invention is simple in reaction process, easy to operate, ideal in effect and suitable for industrial production.

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.

A simple and highly effective oxidative chlorination protocol for the preparation of arenesulfonyl chlorides

2,4-Dichloro-5,5-dimethylhydantoin (DCDMH) was found to be a mild and efficient reagent for the direct oxidative conversion of sulfur compounds to the corresponding arenesulfonyl chlorides in good to excellent yields through oxidative chlorination. The method is suitable for many types of sulfur substrates (thiols, disulfides, and benzylic sulfides). The overall process is simple, practical, and it provides convenient access to a variety of aryl or heteroarylsulfonyl chlorides. The mild reaction conditions and the broad substrate scope render this method attractive and complementary to existing syntheses of aryl or heteroarylsulfonyl chlorides.