2-fluoroBenzenesulfonyl fluoride

Base Information

• Chemical Name: 2-fluoroBenzenesulfonyl fluoride
• CAS No.: 52200-99-4
• Molecular Formula: C6H4F2O2S
• Molecular Weight: 178.159
• Hs Code.: 2930909899
• European Community (EC) Number: 809-351-1
• Nikkaji Number: J2.839.966I
• Mol file: 52200-99-4.mol

Synonyms:2-fluoroBenzenesulfonyl fluoride;52200-99-4;MFCD18375235;Benzenesulfonyl fluoride, 2-fluoro-;2-FluorobenzenesulfonylFluoride;SCHEMBL1567516;2-fluoro-benzenesulfonyl fluoride;ODVXTZVBPYPQLJ-UHFFFAOYSA-N;2-fluorobenzene-1-sulfonyl fluoride;CCA20099;AC1608;AKOS027256965;2-Fluorobenzenesulfonyl fluoride, 95%;CS-11158;SY007161;CS-0156630;EN300-224418;A923928;Z1255453477

Chemical Property of 2-fluoroBenzenesulfonyl fluoride

Chemical Property:

• Refractive Index: n/D 1.476
• Boiling Point: 90-94 °C(Press: 10 Torr)
• Flash Point: 106°C
• PSA: 42.52000
• Density: 1.421 at 25 °C
• LogP: 2.56470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 177.99000686
• Heavy Atom Count: 11
• Complexity: 219

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Fluorobenzenesulfonyl fluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)F)S(=O)(=O)F
• Uses: Sulfonyl fluoride motif can be used as a connector for the assembly of -SO2- linked small molecules with proteins or nucleic acids. This new click chemistry approach through sulfates is a complimentary approach to using amides and phosphate groups as linkers.

Technology Process of 2-fluoroBenzenesulfonyl fluoride

There total 4 articles about 2-fluoroBenzenesulfonyl 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: 89.0%

2-fluorobenzenesulfonyl chloride (2905-21-7) → 2-fluoro-benzenesulfonyl fluoride (52200-99-4)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In acetonitrile; at 20 ℃;

Reference yield: 80.0%

benzene-1,2-disulfonyl difluoride (115560-96-8) → 2-fluoro-benzenesulfonyl fluoride (52200-99-4)

Guidance literature:

With potassium fluoride; In sulfolane; at 200 - 215 ℃; for 0.75h;

DOI:10.1021/jo00253a040

Reference yield:

1,2-benzenedisulfonyl dichloride (6461-76-3) → 2-fluoro-benzenesulfonyl fluoride (52200-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / KF, dibenzo-18-crown-6 / acetonitrile / 0.5 h / Ambient temperature

2: 80 percent / KF / tetrahydrothiophene 1,1-dioxide / 0.75 h / 200 - 215 °C

With potassium fluoride; dibenzo-18-crown-6; In sulfolane; acetonitrile;

DOI:10.1021/jo00253a040

upstream raw materials:

benzene-1,2-disulfonyl difluoride

1,2-benzenedisulfonyl dichloride

2-fluorobenzenesulfonyl chloride

Downstream raw materials:

C₁₂H₇ClF₂O₂S

4-(4-tert-butoxycarbonyl-piperazin-1-yl)-2-(2-fluoro-benzenesulfonyl)-indole-1-carboxylic acid tert-butyl ester

1-fluoro-2-[(trifluoromethyl)sulfonyl]benzene

Refernces

• 1、 Zheng, Qinheng,Woehl, Jordan L.,Kitamura, Seiya,Santos-Martins, Diogo,Smedley, Christopher J.,Li, Gencheng,Forli, Stefano,Moses, John E.,Wolan, Dennis W.,Barry Sharpless. "SuFEx-enabled, agnostic discovery of covalent inhibitors of human neutrophil elastase". . p. 18808 - 18814. Retrieved 2019/09/30.
• 2、 -. "Processes To Make Apoptosis Promoters". Page/Page column 33. . Retrieved 2009/12/28.