Ethanone, 2-[(4-chlorophenyl)thio]-1-phenyl-

Base Information

• Chemical Name: Ethanone, 2-[(4-chlorophenyl)thio]-1-phenyl-
• CAS No.: 30168-33-3
• Molecular Formula: C14H11 Cl O S
• Molecular Weight: 262.76
• NSC Number: 35979
• DSSTox Substance ID: DTXSID10284157
• Nikkaji Number: J3.515.204K
• Wikidata: Q82018992
• ChEMBL ID: CHEMBL238668
• Mol file: 30168-33-3.mol

Synonyms:ethanone, 2-[(4-chlorophenyl)thio]-1-phenyl-;30168-33-3;2-[(4-chlorophenyl)sulfanyl]-1-phenylethan-1-one;2-(4-chlorophenyl)sulfanyl-1-phenylethanone;NSC35979;SCHEMBL657544;CHEMBL238668;DTXSID10284157;4-Chloro-2-(phenylthio)acetophenone;NSC 35979;NSC-35979;AKOS008350004;alpha-(4-Chlorophenylthio)acetophenone;2-ACETYL-4-CHLORODIPHENYLSULFIDE;2-(4-chlorophenylthio)-1-phenylethanone;J3.515.204K

Chemical Property of Ethanone, 2-[(4-chlorophenyl)thio]-1-phenyl-

Chemical Property:

• Boiling Point: 396.7°Cat760mmHg
• Flash Point: 193.7°C
• Density: 1.27g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 262.0219138
• Heavy Atom Count: 17
• Complexity: 243

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)C(=O)CSC2=CC=C(C=C2)Cl

Technology Process of Ethanone, 2-[(4-chlorophenyl)thio]-1-phenyl-

There total 17 articles about Ethanone, 2-[(4-chlorophenyl)thio]-1-phenyl- 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-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one (20718-17-6) + p-Chlorothiophenol (106-54-7) → 2-[(4-chlorophenyl)thio]-1-phenylethanone (30168-33-3)

Guidance literature:

In acetonitrile; at 25 ℃; for 24h; chemoselective reaction;

DOI:10.1021/acs.orglett.6b01470

Reference yield: 93.0%

N-methoxy-N-methylbenzamide (6919-61-5) + 4-chlorophenyl methyl sulfide (123-09-1) → 2-[(4-chlorophenyl)thio]-1-phenylethanone (30168-33-3)

Guidance literature:

4-chlorophenyl methyl sulfide; With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

N-methoxy-N-methylbenzamide; In tetrahydrofuran; hexane; at 0 ℃; for 1.5h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201800095

Reference yield: 93.0%

4,4'-dichlorodiphenyl disulfide (1142-19-4) + 1,3-diphenylpropanedione (120-46-7,61346-73-4) → 2-[(4-chlorophenyl)thio]-1-phenylethanone (30168-33-3)

Guidance literature:

With oxygen; copper(II) acetate monohydrate; caesium carbonate; In acetonitrile; at 130 ℃; for 24h; Sealed tube;

DOI:10.1002/adsc.201300566

upstream raw materials:

1-chloroacetophenone

sodium p-chlorothiophenolate

α-bromoacetophenone

4-chlorophenyl thiocyanate

Downstream raw materials:

5-(4-chloro-phenylsulfanyl)-4-phenyl-3H-thiazol-2-one

2-((4-chlorophenyl)sulfinyl)-1-phenylethan-1-one

2-(4-Chloro-phenylsulfanyl)-1-phenyl-ethanone oxime

methyl(4-chlorophenyl)sulfonium phenacylide

Refernces

• 1、 Wang, Yong,Wang, Yu-Jiao,Liang, Xian-Chen,Shen, Mei-Hua,Xu, Hua-Dong,Xu, Defeng. "An aryl thiol-vinyl azide coupling reaction and a thiol-vinyl azide coupling/cyclization cascade: efficient synthesis of β-ketosulfides and arene-fused 5-methylene-2-pyrrolidinone derivatives". . p. 5169 - 5176. Retrieved 2021/06/21.
• 2、 Senatore, Raffaele,Ielo, Laura,Urban, Ernst,Holzer, Wolfgang,Pace, Vittorio. "Substituted α-Sulfur Methyl Carbanions: Effective Homologating Agents for the Chemoselective Preparation of β-Oxo Thioethers from Weinreb Amides". supporting information. p. 2466 - 2470. Retrieved 2018/05/03.