4-Chlorobenzenesulfonyl fluoride

Base Information

• Chemical Name: 4-Chlorobenzenesulfonyl fluoride
• CAS No.: 349-89-3
• Molecular Formula: C6H4ClFO2S
• Molecular Weight: 194.614
• European Community (EC) Number: 809-009-1
• NSC Number: 12521
• UNII: SC4JC5PRH5
• DSSTox Substance ID: DTXSID80188456
• Nikkaji Number: J357.228E
• Wikidata: Q83060263
• Mol file: 349-89-3.mol

Synonyms:4-Chlorobenzenesulfonyl fluoride;349-89-3;4-chloro-benzenesulfonyl fluoride;Benzenesulfonyl fluoride, p-chloro-;Benzenesulfonyl fluoride, 4-chloro-;p-Chlorobenzenesulfonyl fluoride;4-Chlorophenylsulfonyl fluoride;4-chlorobenzene-1-sulfonyl fluoride;NSC 12521;SC4JC5PRH5;BRN 2091507;NSC-12521;UNII-SC4JC5PRH5;4-chloro-benzenesulfonylfluoride;SCHEMBL2152262;DTXSID80188456;NSC12521;AKOS006279557;4-Chlorobenzenesulfonyl fluoride, 95%;VS-0002;LS-32151;CS-0133611;EN300-224388;F72301;Z1198157369

Chemical Property of 4-Chlorobenzenesulfonyl fluoride

Chemical Property:

• Vapor Pressure: 0.0733mmHg at 25°C
• Boiling Point: 236.3°C at 760 mmHg
• Flash Point: 96.7°C
• Density: 1.473g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 193.9604564
• Heavy Atom Count: 11
• Complexity: 213

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1S(=O)(=O)F)Cl

Technology Process of 4-Chlorobenzenesulfonyl fluoride

There total 23 articles about 4-Chlorobenzenesulfonyl fluoride 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: 96.0%

4,4'-dichlorodiphenyl disulfide (1142-19-4) → p-chlorobenzenesulfonyl fluoride (349-89-3)

Guidance literature:

With water; Selectfluor; In acetonitrile; for 3h; Reflux;

DOI:10.1016/j.tetlet.2011.03.132

Reference yield: 96.0%

4,4'-dichlorophenyl thiosulfonate (1146-44-7) → p-chlorobenzenesulfonyl fluoride (349-89-3)

Guidance literature:

With Selectfluor; In water; acetonitrile; at 20 ℃; for 3h; Reflux;

DOI:10.1016/j.tet.2014.02.013

Reference yield: 82.0%

4-Chlorobenzenesulfonamide (98-64-6) → p-chlorobenzenesulfonyl fluoride (349-89-3)

Guidance literature:

With potassium fluoride; pyrylium tetrafluoroborate; magnesium chloride; In acetonitrile; at 60 ℃; for 2h;

DOI:10.1002/ejoc.202000022

upstream raw materials:

4-chlorobenzenesulfonyl chloride

chlorobenzene

4-Chlorobenzenesulfonamide

4,4'-dichlorodiphenyl disulfide

Downstream raw materials:

1-(4-Chloro-benzenesulfonyl)-2-(4-thiomorpholin-4-ylmethyl-phenyl)-1,2,3,4-tetrahydro-quinoline

1-chloro-4-(fluoro(phenylsulfonyl)methylsulfonyl)benzene

4'-biphenyl chloride

4-(trifluoromethylsulfonyl)chlorobenzene

Refernces

• 1、 Bui, Tien Tan,Tran, Van Hieu,Kim, Hee-Kwon. "Visible-Light-Mediated Synthesis of Sulfonyl Fluorides from Arylazo Sulfones". . p. 341 - 347. Retrieved 2021/10/14.
• 2、 Zhao, Shiyu,Guo, Yong,Su, Zhaoben,Wu, Chengying,Chen, Wei,Chen, Qing-Yun. "Deoxyfluorination of Carboxylic, Sulfonic, Phosphinic Acids and Phosphine Oxides by Perfluoroalkyl Ether Carboxylic Acids Featuring CF2O Units". supporting information. p. 1225 - 1232. Retrieved 2021/05/04.