1-(4-Chlorophenyl)sulfanyl-2-nitrobenzene

Base Information

• Chemical Name: 1-(4-Chlorophenyl)sulfanyl-2-nitrobenzene
• CAS No.: 6764-10-9
• Molecular Formula: C12H8 Cl N O2 S
• Molecular Weight: 265.72
• Hs Code.: 2930909090
• European Community (EC) Number: 700-088-7
• NSC Number: 633007
• DSSTox Substance ID: DTXSID20327125
• Nikkaji Number: J3.109.971D
• Wikidata: Q72494566
• Mol file: 6764-10-9.mol

Synonyms:6764-10-9;2-Nitro-4'-chloro diphenyl sulfide;1-(4-chlorophenyl)sulfanyl-2-nitrobenzene;NSC633007;(4-chlorophenyl)(2-nitrophenyl)sulfane;EC 700-088-7;2-Nitro-4'-chlorodiphenyl sulfide;1-(4-chlorophenyl)sulfanyl-2-nitro-benzene;2-Nitro-4'-ChloroDiphenylSulfide;4-Chlorophenyl 2-nitrophenyl sulfide;1-[(4-Chlorophenyl)thio]-2-nitrobenzene;4ClPh-S-2NO2Ph;SCHEMBL7665295;DTXSID20327125;2-(4-Chlorophenylthio)nitrobenzene;4'-Chloro-2-Nitrodiphenyl Sulfide;4-Chlorophenyl(2-nitrophenyl) sulfide;AKOS015898837;NSC-633007;AC-16448;A9055;CS-0369861;Benzene, 1-[(4-chlorophenyl)thio]-2-nitro-;E82734;(2-((4-Chlorophenyl)thio)phenyl)(hydroxy)azane oxide

Chemical Property of 1-(4-Chlorophenyl)sulfanyl-2-nitrobenzene

Chemical Property:

• Melting Point: 94 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 383.5±27.0 °C(Predicted)
• Flash Point: 185.8oC
• PSA: 71.12000
• Density: 1.41±0.1 g/cm3(Predicted)
• LogP: 4.92260
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 264.9964274
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

99.9% ^*data from raw suppliers

2-NITRO-4'-CHLORO DIPHENYL SULFIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])SC2=CC=C(C=C2)Cl
• Uses: 2-Nitro-4''-chlorodiphenyl sulfide is a useful compound for organic synthesis. It is used for the preparation of diaryl sulfanes via bismuth catalyzed cross coupling reaction of thiophenols

Technology Process of 1-(4-Chlorophenyl)sulfanyl-2-nitrobenzene

There total 13 articles about 1-(4-Chlorophenyl)sulfanyl-2-nitrobenzene 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: 99.0%

o-nitroiodobenzene (609-73-4) + p-Chlorothiophenol (106-54-7) → 4-chlorophenyl 2-nitrophenyl sulfide (6764-10-9)

Guidance literature:

With potassium phosphate; copper(l) iodide; 2.9-dimethyl-1,10-phenanthroline; In butan-1-ol; at 120 ℃; for 2h; Microwave irradiation;

DOI:10.1002/jccs.201190064

Reference yield: 96.0%

2-Chloronitrobenzene (88-73-3) + p-Chlorothiophenol (106-54-7) → 4-chlorophenyl 2-nitrophenyl sulfide (6764-10-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 9h;

DOI:10.1016/j.tetlet.2012.07.096

Reference yield: 92.0%

4,4'-dichlorodiphenyl disulfide (1142-19-4) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 4-chlorophenyl 2-nitrophenyl sulfide (6764-10-9)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; tributylphosphine; o-phenylenebis(diphenylphosphine); caesium carbonate; In 1,4-dioxane; for 20h; Schlenk technique; Sealed tube; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2015.09.133

upstream raw materials:

2-Chloronitrobenzene

p-Chlorothiophenol

sodium p-chlorothiophenolate

o-nitroiodobenzene

Downstream raw materials:

4-chloro-N-(2-((4-chlorophenyl)thio)phenyl)benzenesulfonamide

4'-Chlorphenyl-2-nitrosophenylsulfon

2-Azidophenyl-4-chlorphenylsulfon

2-(4-chlorophenylsulfonyl)aniline

Refernces

• 1、 Vaddamanu, Moulali,Velappan, Kavitha,Prabusankar, Ganesan. "Homoleptic and heteroleptic Zn(ii) selone catalysts for thioetherification of aryl halides without scrubbing oxygen". . p. 3574 - 3583. Retrieved 2020/03/17.
• 2、 Ganesan, Prabusankar,Mannem, Adinarayana,Muthukumaran, Nirmala. "Anionic Bismuth(III) chloride cluster with diselenide countercations: Application in C-S cross coupling reactions". supporting information. p. 29 - 35. Retrieved 2019/02/08.