S-(4-chlorophenyl) 4-chlorobenzenesulfonothioate

Base Information

• Chemical Name: S-(4-chlorophenyl) 4-chlorobenzenesulfonothioate
• CAS No.: 1146-44-7
• Molecular Formula: C12H8Cl2O2S2
• Molecular Weight: 319.232
• NSC Number: 124779,39621
• DSSTox Substance ID: DTXSID80150794
• Nikkaji Number: J510.817I
• Wikidata: Q83016995
• ChEMBL ID: CHEMBL1987169
• Mol file: 1146-44-7.mol

Synonyms:1146-44-7;Benzenesulfonic acid, p-chlorothio-, S-(p-chlorophenyl) ester;NSC 39621;S-(4-Chlorophenyl) 4-chlorobenzenesulfonothioate;NSC 124779;BRN 2056982;p-Chlorothiobenzenesulfonic acid S-(p-chlorophenyl) ester;NSC39621;0-06-00-00330 (Beilstein Handbook Reference);Benzenesulfonothioic acid, 4-chloro-, S-(4-chlorophenyl) ester;1-chloro-4-(4-chlorophenyl)sulfonylsulfanylbenzene;C12H8Cl2O2S2;CHEMBL1987169;SCHEMBL11293341;DTXSID80150794;C12-H8-Cl2-O2-S2;NSC-39621;NSC124779;AKOS003626727;NSC-124779;p-Chlorophenylthio p-chlorophenyl sulfone;LS-31833;NCI60_003715;1-chloro-4-(4-chlorophenyl)sulfonylsulfanyl-benzene;F0288-0102

Chemical Property of S-(4-chlorophenyl) 4-chlorobenzenesulfonothioate

Chemical Property:

• Vapor Pressure: 3.33E-08mmHg at 25°C
• Boiling Point: 459.9°C at 760 mmHg
• Flash Point: 231.9°C
• Density: 1.54g/cm³
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 317.9342772
• Heavy Atom Count: 18
• Complexity: 351

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1SS(=O)(=O)C2=CC=C(C=C2)Cl)Cl

Technology Process of S-(4-chlorophenyl) 4-chlorobenzenesulfonothioate

There total 44 articles about S-(4-chlorophenyl) 4-chlorobenzenesulfonothioate 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%

p-Chlorothiophenol (106-54-7) → 4,4'-dichlorophenyl thiosulfonate (1146-44-7)

Guidance literature:

With chlorine; sodium carbonate; In Petroleum ether; for 0.5h; Ambient temperature;

Reference yield: 96.0%

4,4'-dichlorodiphenyl disulfide (1142-19-4) → 4,4'-dichlorophenyl thiosulfonate (1146-44-7)

Guidance literature:

With ammonium cerium (IV) nitrate; iodine; oxygen; In poly(ethylene glycol) 400; water; at 60 ℃; for 1.25h; chemoselective reaction;

DOI:10.1246/cl.2010.368

Reference yield: 94.0%

sodium p-chlorobenzenesulphinate (14752-66-0) + p-Chlorothiophenol (106-54-7) → 4,4'-dichlorophenyl thiosulfonate (1146-44-7)

Guidance literature:

With iron(III) chloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.833333h; Green chemistry;

DOI:10.1055/s-0035-1562101

upstream raw materials:

4-Chloro-benzenesulfinic acid 1-phenyl-meth-(E)-ylideneamide

sodium p-chlorobenzenesulphinate

p-chlorophenylsulfinyl chloride

phenyliodonium bis(p-chlorophenylsulphonyl)methylide

Downstream raw materials:

2-(4-chlorophenylthio)isoindoline-1,3-dione

4-Chlorobenzenesulfonamide

4,4'-dichlorodiphenyl disulfide

p-Chlorothiophenol

Refernces

• 1、 Li, Xiaoji,Zhou, Chao,Diao, Pinhui,Ge, Yanqin,Guo, Cheng. "Visible light induced decomposition of sulfonyl hydrazides using Pd/ZrO2nanocomposite photocatalyst". . p. 1296 - 1300. Retrieved 2017.
• 2、 Kirihara, Masayuki,Naito, Sayuri,Ishizuka, Yuki,Hanai, Honoka,Noguchi, Takuya. "Oxidation of disulfides with Selectfluor: Concise syntheses of thiosulfonates and sulfonyl fluorides". . p. 3086 - 3089. Retrieved 2011.
• 3、 Xu, Yali,Peng, Yong,Sun, Junhui,Chen, Jiuxi,Ding, Jinchang,Wu, Huayue. "TCCA-promoted solvent-free chemoselective synthesis of thiosulfonates on grinding". . p. 358 - 360. Retrieved 2010.
• 4、 Ji, Yuan-Zhao,Li, Hui-Jing,Wang, Jun-Hu,Wu, Yan-Chao,Zhang, Chi. "Direct conversion of sulfinamides to thiosulfonates without the use of additional redox agents under metal-free conditions". . p. 9291 - 9298. Retrieved 2021/11/13.
• 5、 Zhang, Guofu,Fan, Qiankun,Zhao, Yiyong,Wang, Huimin,Ding, Chengrong. "Dual Roles of Rongalite: Reductive Coupling Reaction to Construct Thiosulfonates Using Sulfonyl Hydrazides". . p. 81 - 85. Retrieved 2020/11/03.