4-Chloro-3-nitrobenzenesulfonyl fluoride

Base Information

• Chemical Name: 4-Chloro-3-nitrobenzenesulfonyl fluoride
• CAS No.: 349-04-2
• Molecular Formula: C6H3ClFNO4S
• Molecular Weight: 239.612
• European Community (EC) Number: 654-513-5
• NSC Number: 87538
• UNII: WST2LBX4DT
• DSSTox Substance ID: DTXSID10188449
• Nikkaji Number: J41.345C
• Wikidata: Q83060260
• Mol file: 349-04-2.mol

Synonyms:4-Chloro-3-nitrobenzenesulfonyl fluoride;349-04-2;Benzenesulfonyl fluoride, 4-chloro-3-nitro-;WST2LBX4DT;4-chloro-3-nitrobenzene-1-sulfonyl fluoride;NSC-87538;NSC 87538;BRN 2653200;NSC87538;UNII-WST2LBX4DT;WLN: WSFR DG CNW;4-11-00-00211 (Beilstein Handbook Reference);SCHEMBL8897124;DTXSID10188449;MFCD00024857;AKOS024332361;4-Chloro-3-nitrobenzenesulfonylfluoride;4-Chloro-3-nitrobenzenesulphonyl fluoride;BS-28430;CS-0205098;Benzenesulphonyl fluoride, 4-chloro-3-nitro-;EN300-224378;4-Chloro-3-nitrobenzenesulfonyl fluoride, 95% (HPLC)

Chemical Property of 4-Chloro-3-nitrobenzenesulfonyl fluoride

Chemical Property:

• Vapor Pressure: 0.000517mmHg at 25°C
• Boiling Point: 322.7°C at 760 mmHg
• Flash Point: 149°C
• Density: 1.664g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 238.9455346
• Heavy Atom Count: 14
• Complexity: 322

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1S(=O)(=O)F)[N+](=O)[O-])Cl

Technology Process of 4-Chloro-3-nitrobenzenesulfonyl fluoride

There total 5 articles about 4-Chloro-3-nitrobenzenesulfonyl 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: 90.0%

4-chloro-3-nitrobenzenesulfonylhydrazine (6655-80-7) → 4-chloro-3-nitrobenzenesulfonyl fluoride (349-04-2)

Guidance literature:

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

DOI:10.1039/c5gc02755a

Reference yield: 29.0%

1,1'-disulphanediylbis(4-chloro-3-nitrobenzene) (35964-48-8) → 4-chloro-3-nitrobenzenesulfonyl fluoride (349-04-2) + 1-chloro-2-nitro-4-(pentafluorosulfanyl)benzene (165114-87-4) + 1-chloro-2-fluoro-6-nitro-4-pentafluorosulfanylbenzene

Guidance literature:

With silver(II) fluoride; copper; In various solvent(s); at 60 - 130 ℃; for 5h;

DOI:10.1016/j.jfluchem.2004.03.008

Reference yield:

p-chlorobenzenesulfonyl fluoride (349-89-3) → 4-chloro-3-nitrobenzenesulfonyl fluoride (349-04-2)

Guidance literature:

With sulfuric acid; nitric acid;

DOI:10.1021/ja01159a040

upstream raw materials:

p-chlorobenzenesulfonyl fluoride

1,1'-disulphanediylbis(4-chloro-3-nitrobenzene)

chlorobenzene

4-chloro-3-nitrobenzenesulfonylhydrazine

Downstream raw materials:

4-Chloro-3-nitrobenzenesulfonamide

Refernces

• 1、 Tang, Lin,Yang,Wen, Lixian,Yang, Xingkun,Wang, Zhiyong. "Catalyst-free radical fluorination of sulfonyl hydrazides in water". . p. 1224 - 1228. Retrieved 2016/03/09.