1-Chloro-4-((4-nitrophenyl)sulfonyl)benzene

Base Information

• Chemical Name: 1-Chloro-4-((4-nitrophenyl)sulfonyl)benzene
• CAS No.: 39055-84-0
• Molecular Formula: C12H8 Cl N O4 S
• Molecular Weight: 297.719
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID30332588
• Nikkaji Number: J581.606H
• Wikidata: Q82097312
• Mol file: 39055-84-0.mol

Synonyms:39055-84-0;1-Chloro-4-((4-nitrophenyl)sulfonyl)benzene;p-Chlorophenyl p-nitrophenyl sulfone;1-(4-chlorophenyl)sulfonyl-4-nitrobenzene;4-Chloro-4'-nitrodiphenyl sulphone;4-Chloro-4'-nitrodiphenyl sulfone;1-Chloro-4-[(4-nitrophenyl)sulfonyl]benzene;4'-Chloro-4-nitrodiphenyl Sulfone;SCHEMBL1149000;DTXSID30332588;AKOS003235734;4-CHLORO-4-NITRODIPHENYLSULPHONE;1-chloro-4-(4-nitrophenylsulfonyl)benzene;1-(4-chlorophenyl)sulfonyl-4-nitro-benzene;(4-chloro-phenyl)-(4-nitro-phenyl)-sulfone;1-(4-chlorobenzene sulfonyl)-4-nitrobenzene;FT-0618106;4 inverted exclamation mark -Chloro-4-nitrodiphenyl Sulfone

Chemical Property of 1-Chloro-4-((4-nitrophenyl)sulfonyl)benzene

Chemical Property:

• PSA: 88.34000
• LogP: 4.68500
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 296.9862566
• Heavy Atom Count: 19
• Complexity: 412

Purity/Quality:

98.5% ^*data from raw suppliers

4’-Chloro-4-nitrodiphenylSulfone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])S(=O)(=O)C2=CC=C(C=C2)Cl
• Uses: 4’-Chloro-4-nitrodiphenyl sulfone is a substituted nitrophenyl sulfone used as immune adjuvant.

Technology Process of 1-Chloro-4-((4-nitrophenyl)sulfonyl)benzene

There total 6 articles about 1-Chloro-4-((4-nitrophenyl)sulfonyl)benzene 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%

1-(4-chlorophenylthio)-4-nitrobenzene (21969-11-9) → 1-chloro-4-((4-nitrophenyl)sulfonyl)benzene (39055-84-0)

Guidance literature:

With aluminum oxide; sodium periodate; Ru/Al₂O₃; In water; for 2h; Green chemistry;

DOI:10.1055/s-0035-1560834

Reference yield: 77.0%

p-nitrobenzene iodide (636-98-6) + sodium p-chlorobenzenesulphinate (14752-66-0) → 1-chloro-4-((4-nitrophenyl)sulfonyl)benzene (39055-84-0)

Guidance literature:

With potassium acetate; In water; dimethyl sulfoxide; at 120 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1039/c4gc00161c

Reference yield:

p-chloro-o-nitrophenol (89-64-5) → 1-chloro-4-((4-nitrophenyl)sulfonyl)benzene (39055-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2021.128007

upstream raw materials:

1-(4-chlorophenylthio)-4-nitrobenzene

4-(4-nitrophenylsulfonyl)aniline

p-nitrobenzene iodide

sodium p-chlorobenzenesulphinate

Downstream raw materials:

4-(4-chloro-benzenesulfonyl)-aniline

5-p-chlorobenzenesulphonylsalicylonitrile

di(p-nitrophenyl) disulfide

4-Chloro-benzenethiosulfonic acid; compound with ammonia

Refernces

• 1、 Ali, Mohammed Hashmat,Olesen, Bjorn,Ranu, Brindaban,Clippard, Luke,Heath, Jacqueline,Meyer, Garrett,Williams, Tawanika. "Oxidation of Aryl Sulfides to Sulfones with Alumina-Supported Ruthenium Catalyst in Dimethyl Carbonate-Water Media". . p. 429 - 436. Retrieved 2016/01/28.
• 2、 Shen, Chao,Xu, Jun,Yu, Wenbo,Zhang, Pengfei. "A highly active and easily recoverable chitosan@copper catalyst for the C-S coupling and its application in the synthesis of zolimidine". supporting information. p. 3007 - 3012. Retrieved 2014/06/10.