3-Methoxybenzenesulfonyl chloride

Base Information

• Chemical Name: 3-Methoxybenzenesulfonyl chloride
• CAS No.: 10130-74-2
• Molecular Formula: C7H7 Cl O3 S
• Molecular Weight: 206.65
• Hs Code.: 2909309090
• European Community (EC) Number: 628-640-1
• DSSTox Substance ID: DTXSID30372101
• Nikkaji Number: J2.797.806A
• Wikidata: Q72489110
• Mol file: 10130-74-2.mol

Synonyms:3-Methoxybenzenesulfonyl chloride;10130-74-2;3-Methoxybenzene-1-sulfonyl chloride;3-methoxy-benzenesulfonyl chloride;BENZENESULFONYL CHLORIDE, 3-METHOXY-;3-methoxybenzenesulphonyl chloride;3-methoxyphenylsulfonyl chloride;m-Anisolesulfonyl chloride;3-methoxybenzenesulfonylchloride;3-Methoxybenzene-1-sulfonylchloride;M-METHOXYBENZENESULFONYL CHLORIDE;SCHEMBL18152;3-methoxyphenylsulphonyl chloride;3-Methoxybenzenesulfanyl chloride;m-methoxybenzenesulphonyl chloride;DTXSID30372101;3-methoxy benzenesulfonyl chloride;3-methoxybenzene sulfonyl chloride;JHJKSEKUZNJKGO-UHFFFAOYSA-N;3-methoxybenzene sulphonyl chloride;3-Methoxy benzene sulfonyl chloride;3-(methyloxy)benzenesulfonyl chloride;BBL017940;CK2497;MFCD01318155;STK502405;AKOS000805712;AM90418;AS-7033;3-Methoxybenzenesulfonyl chloride, 96%;3-methoxy-benzene sulfonic acid chloride;FT-0615986;EN300-66993;A800369;J-512782;F2167-0010

Chemical Property of 3-Methoxybenzenesulfonyl chloride

Chemical Property:

• Appearance/Colour: Clear pale yellow to pale brownish liquid
• Vapor Pressure: 0.00157mmHg at 25°C
• Refractive Index: n20/D 1.5560(lit.)
• Boiling Point: 158-159°C 20mm
• Flash Point: >230 °F
• PSA: 51.75000
• Density: 1.460
• LogP: 2.70350
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 205.9804429
• Heavy Atom Count: 12
• Complexity: 232

Purity/Quality:

≥95% ^*data from raw suppliers

3-Methoxybenzenesulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45-39-37-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC=C1)S(=O)(=O)Cl
• 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.

Technology Process of 3-Methoxybenzenesulfonyl chloride

There total 12 articles about 3-Methoxybenzenesulfonyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

3-methoxybenzenethiol (15570-12-4) → m-Methoxybenzenesulfonyl chloride (10130-74-2)

Guidance literature:

With thionyl chloride; dihydrogen peroxide; In water; acetonitrile; at 25 ℃; for 0.0166667h;

DOI:10.1021/jo901924m

Reference yield: 93.0%

bis(3-methoxyphenyl)disulfide (59014-89-0) → m-Methoxybenzenesulfonyl chloride (10130-74-2)

Guidance literature:

With dihydrogen peroxide; trichlorophosphate; In water; at 25 ℃; for 0.583333h; Micellar solution;

DOI:10.1055/s-0031-1289628

Reference yield: 85.0%

3-methoxybenzenethiol (15570-12-4) → m-Methoxybenzenesulfonyl chloride (10130-74-2) + S-3-methoxylphenyl 3-methoxybenzenesulfonothioate

Guidance literature:

With dihydrogen peroxide; titanium tetrachloride; In water; acetonitrile; at 25 ℃; for 0.0833333h; chemoselective reaction;

DOI:10.1016/j.tetlet.2011.11.052

upstream raw materials:

m-Anisidine

3-trimethylstannylanisole

tributyl(3-methoxyphenyl)stannane

3-methoxy-benzenediazonium; chloride

Downstream raw materials:

5-Ethoxy-1-(3-methoxy-benzenesulfonyl)-pyrrolidin-2-one

3-methoxy-benzenesulfonic acid 9H-fluoren-9-ylmethyl ester

N-(5-tert-butyl-4-methyl-3H-thiazol-2-ylidene)-3-methoxy-benzenesulfonamide

(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-1-(3-methoxyphenylsulfonyl)-2-methylpiperazine

Refernces

• 1、 Bahrami, Kiumars,Khodaei, Mohammad M.,Soheilizad, Mehdi. "Direct conversion of thiols to sulfonyl chlorides and sulfonamides". . p. 9287 - 9291. Retrieved 2009.
• 2、 Sohrabnezhad, Samira,Bahrami, Kiumars,Hakimpoor, Farahman. "High yielding protocol for direct conversion of thiols to sulfonyl chlorides and sulfonamides". . p. 256 - 264. Retrieved 2019/02/06.
• 3、 Jereb, Marjan,Hribernik, Luka. "Conversion of thiols into sulfonyl halogenides under aerobic and metal-free conditions". supporting information. p. 2286 - 2295. Retrieved 2017/07/24.