Benzenesulfonyl fluoride

Base Information

• Chemical Name: Benzenesulfonyl fluoride
• CAS No.: 368-43-4
• Molecular Formula: C6H5 F O2 S
• Molecular Weight: 160.169
• Hs Code.: 29049095
• European Community (EC) Number: 206-707-2
• NSC Number: 8543
• DSSTox Substance ID: DTXSID8059897
• Nikkaji Number: J41.348H
• Wikidata: Q81988990
• ChEMBL ID: CHEMBL4474306
• Mol file: 368-43-4.mol

Synonyms:benezenesulfonyl fluoride;phenylsulfonylfluoride

Chemical Property of Benzenesulfonyl fluoride

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 40.5mmHg at 25°C
• Refractive Index: n20/D 1.492(lit.)
• Boiling Point: 207-208 °C(lit.)
• Flash Point: 189 °F
• PSA: 42.52000
• Density: 1.333 g/mL at 25 °C(lit.)
• LogP: 2.42560
• Sensitive.: Moisture Sensitive
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 159.99942873
• Heavy Atom Count: 10
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

Benzenesulfonyl fluoride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 20/21/22-34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)F
• Uses: Benzenesulfonyl fluoride has been used in the preparation of α-sulfonyl phosphonates by direct sulfonylation of lithiated alkyl phosphonates.

Technology Process of Benzenesulfonyl fluoride

There total 57 articles about Benzenesulfonyl 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: 91.0%

phenylboronic acid (98-80-6) → phenylsulfonyl fluoride (368-43-4)

Guidance literature:

With potassium phosphate; sulfur dioxide; C₁₄H₉BiF₄O₂S*BF₃; Selectfluor; In chloroform-d1; [D₃]acetonitrile; at 70 ℃; for 16h; under 1125.11 Torr; Reagent/catalyst; Solvent; Catalytic behavior; Mechanism; Glovebox; Schlenk technique; Molecular sieve;

DOI:10.1021/jacs.1c11463

Reference yield: 90.0%

benzenesufonyl hydrazide (80-17-1) → phenylsulfonyl fluoride (368-43-4)

Guidance literature:

With Selectfluor; In water; at 60 ℃; for 14h; Reagent/catalyst; Schlenk technique;

DOI:10.1039/c5gc02755a

Reference yield: 89.0%

S-Phenyl benzenethiosulfonate (1212-08-4) → phenylsulfonyl fluoride (368-43-4)

Guidance literature:

With Selectfluor; In water; acetonitrile; at 20 ℃; for 2h; Reflux;

DOI:10.1016/j.tet.2014.02.013

upstream raw materials:

benzenesulfonamide

benzenesulfonyl chloride

benzenesulfonic acid

Benzolsulfinsaeurefluorid

Downstream raw materials:

methylphenylsulfonate

bis(phenylsulfonyl)methane

diphenyl sulphone

1-(phenylsulfonyl)-2-<2-(phenylsulfonyl)phenyl>-4,5-dihydro-1H-imidazole

Refernces

• 1、 Bui, Tien Tan,Tran, Van Hieu,Kim, Hee-Kwon. "Visible-Light-Mediated Synthesis of Sulfonyl Fluorides from Arylazo Sulfones". supporting information. 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.