1-Chloro-2-(phenylsulfanyl)benzene

Base Information

• Chemical Name: 1-Chloro-2-(phenylsulfanyl)benzene
• CAS No.: 33667-82-2
• Molecular Formula: C12H9ClS
• Molecular Weight: 220.722
• NSC Number: 139120
• DSSTox Substance ID: DTXSID80300818
• Nikkaji Number: J31.938D
• Wikidata: Q82044185
• Mol file: 33667-82-2.mol

Synonyms:33667-82-2;1-chloro-2-(phenylsulfanyl)benzene;NSC139120;2-chlorophenyl phenyl sulfide;SCHEMBL3784489;KTTZERQLFNVLKN-UHFFFAOYSA-;DTXSID80300818;NSC-139120;InChI=1/C12H9ClS/c13-11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9H

Chemical Property of 1-Chloro-2-(phenylsulfanyl)benzene

Chemical Property:

• Vapor Pressure: 0.00261mmHg at 25°C
• Boiling Point: 295.9°C at 760 mmHg
• Flash Point: 127.9°C
• Density: 1.25g/cm³
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 220.0113492
• Heavy Atom Count: 14
• Complexity: 166

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=C1)SC2=CC=CC=C2Cl

Technology Process of 1-Chloro-2-(phenylsulfanyl)benzene

There total 24 articles about 1-Chloro-2-(phenylsulfanyl)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: 93.0%

2-iodochlorobenzene (615-41-8) + thiophenol (108-98-5) → 2-chlorophenyl phenyl sulfide (33667-82-2)

Guidance literature:

With 2,2'-biimidazole; copper(II) acetate monohydrate; caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1002/cjoc.201300830

Reference yield: 93.0%

2-iodochlorobenzene (615-41-8) + diphenyldisulfane (882-33-7) → 2-chlorophenyl phenyl sulfide (33667-82-2)

Guidance literature:

With copper(I) sulfide; iron; potassium carbonate; dimethyl sulfoxide; at 90 ℃; for 18h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201000003

Reference yield: 89.0%

2-chlorothiphenol (6320-03-2) + iodobenzene (591-50-4) → 2-chlorophenyl phenyl sulfide (33667-82-2)

Guidance literature:

With copper dichloride; N,N`-dimethylethylenediamine; at 110 ℃; for 24h; Inert atmosphere; Green chemistry;

DOI:10.1055/a-1561-5508

upstream raw materials:

aniline

2-bromo-1-chlorobenzene

tributyltin phenyl sulfide

sodium thiophenolate

Downstream raw materials:

1-(4-((2-chlorophenyl)thio)phenyl)ethan-1-one

2-hydroxydiphenylsulfone

(o-chlorophenyl)phenylsulfone

Refernces

• 1、 Bhowmik, Amit,Fernandes, Rodney A.,Yadav, Mahesh. "Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: Synthesis of diarylsulfides". . p. 2447 - 2458. Retrieved 2020/04/15.
• 2、 Panigrahi, Reba,Sahu, Santosh Kumar,Behera, Pradyota Kumar,Panda, Subhalaxmi,Rout, Laxmidhar. "CuMoO4 Bimetallic Nanoparticles, An Efficient Catalyst for Room Temperature C?S Cross-Coupling of Thiols and Haloarenes". . p. 620 - 624. Retrieved 2019/12/27.