10130-74-2

Basic information

• Product Name: 3-METHOXYBENZENESULFONYL CHLORIDE
• Synonyms: BENZENESULFONYL CHLORIDE, 3-METHOXY-;AKOS BB-9459;3-METHOXYBENZENESULPHONYL CHLORIDE;3-METHOXYBENZENESULFONYL CHLORIDE;m-Anisolesulphonyl chloride;m-Anisolesulfonylchloride;3-Methoxybenzenesulphonyl chloride 97%;3-Methoxybenzenesulfonyl chloride,96%
• CAS NO: 10130-74-2
• Molecular Formula: C₇H₇ClO₃S
• Molecular Weight: 206.65
• EINECS: -0
• Product Categories: Benzenesulfonyl chloride;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 10130-74-2.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 158-159°C 20mm
• Flash Point: >230 °F
• Appearance: Clear pale yellow to pale brownish/Liquid
• Density: 1.460 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00157mmHg at 25°C
• Refractive Index: n20/D 1.5560(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 2093871
• CAS DataBase Reference: 3-METHOXYBENZENESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXYBENZENESULFONYL CHLORIDE(10130-74-2)
• EPA Substance Registry System: 3-METHOXYBENZENESULFONYL CHLORIDE(10130-74-2)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45-39-37-36
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 10130-74-2(Hazardous Substances Data)

Usage

Chemical Properties

Clear pale yellow to pale brownish liquid

Uses

3-Methoxybenzenesulfonyl chloride may be used to synthesize 3-(4-phenylpiperazin-1yl) sulfonyls and N-(1-(4-methoxybenzyl)-3-cyclopropyl-1Hpyrazol-5-yl)-3-methoxybenzenesulfonamide.

InChI:InChI=1/C7H7ClO3S/c1-11-6-3-2-4-7(5-6)12(8,9)10/h2-5H,1H3

Upstream product

• 536-90-3 m-Anisidine 
• 15570-12-4 3-methoxybenzenethiol 
• 59014-89-0 bis(3-methoxyphenyl)disulfide 
• 7447-39-4 copper(II) chloride 
• 19183-05-2 3-methoxy-benzenediazonium; chloride 
• 122439-11-6 tributyl(3-methoxyphenyl)stannane 
• 17113-78-9 3-trimethylstannylanisole 

Downstream Products

• 111711-74-1 5-Ethoxy-1-(3-methoxy-benzenesulfonyl)-pyrrolidin-2-one 
• 80563-89-9 N-(1,1-dimethylethyl)-3-methoxybenzenesulfonamide 
• 15570-12-4 3-methoxybenzenethiol 
• 179524-91-5 [3-(3-methoxy-benzenesulfonylamino)-2-oxo-2H-pyridin-1-yl]-acetic acid ethyl ester 
• 946076-26-2 N-allyl-3-methoxybenzenesulfonamide 
• 667912-01-8 C₁₇H₁₈Cl₂N₂O₃S 
• 875151-66-9 (S)-1-(3-methoxy-benzenesulfonyl)-piperidine-2-carboxylic acid 
• 1186655-24-2 C₂₉H₃₀N₂O₅S 
• 477738-86-6 C₂₅H₂₅FN₂O₆S₂ 
• 1065142-44-0 C₁₁H₁₅NO₆S 
• 850664-23-2 3-(methyloxy)-N-[2-(4-morpholinyl)ethyl]benzenesulfonamide 
• 1087198-35-3 C₂₄H₂₈N₂O₅S 
• 1165803-20-2 C₁₄H₁₂N₂O₃S 
• 1221884-27-0 N-(5-chloro-2-nitrophenyl)-3-methoxybenzenesulfonamide 

Relevant articles and documents

A novel, practical synthesis of sulfonyl chlorides from thiol and disulfide derivatives

Hydrogen peroxide, in the presence of zirconium tetrachloride, is a very efficient reagent for the direct oxidative conversion of thiol and disulfide derivatives into the corresponding sulfonyl chlorides with high purity through oxidative chlorination. Excellent yields, very short reaction times, mild reaction conditions, and the avoidance of harsh reagents are the main advantages of this method.

Synthesis of sulfonyl chlorides and thiosulfonates from H2O 2-TiCl4

A new method is described for the oxidative chlorination of thiols to sulfonyl chlorides using titanium tetrachloride in combination with the oxidant hydrogen peroxide. Direct conversion of thiols into their corresponding thiosulfonates is also reported. Good to excellent yields, short reaction times, high efficiencies, cost-effectiveness, and, facile isolation of the desired products make the present methodology a practical alternative.

Synthesis and insecticidal activity in vitro and vivo of novel benzenesulfonyl derivatives based on potent target subunit H of V-ATPase

Two lead compounds with benzenesulfonamide were found through virtual screening based on the 3D structure of the subunit H of V-ATPase in previous study. 74 benzenesulfonyl derivatives were synthesized and their insecticidal activities were evaluated. The derivatives with propargyl substituents exhibit excellent insecticidal activities against Mythimna separata Walker. The LD50 values of compounds A5.7 (28.0 μg·g?1) and B5.7 (36.4 μg·g?1) were significantly less than that of Celangulin V (344.0 μg·g?1). Furthermore, Isothermal Titration Calorimetry (ITC) data indicate there is a strong binding affinity between A5.7 and V-ATPase Subunit H. These results demonstrate that it is a practical way to develop pesticides targeting at H subunit of V-ATPase.

Synthesis of sulfonyl chlorides and sulfonic acids in SDS micelles

H2O2/POCl3 is found to be a reactive reagent system that can be used in sodium dodecyl sulfate (SDS) micellar solution in aqueous media for the direct oxidative chlorination of thiol and di-sulfide derivatives to give the desired sulfonyl chlorides. The oxidation of thiols and disulfides to sulfonic acids with this system is also reported. In most cases, these reactions are highly selective, simple, and clean, affording products in excellent yields and high purity. Georg Thieme Verlag Stuttgart · New York.