S-Phenyl p-chlorothiobenzoate

Base Information

• Chemical Name: S-Phenyl p-chlorothiobenzoate
• CAS No.: 28122-82-9
• Molecular Formula: C13H9 Cl O S
• Molecular Weight: 248.733
• DSSTox Substance ID: DTXSID90182400
• Nikkaji Number: J42.036K
• Wikidata: Q83053077
• Mol file: 28122-82-9.mol

Synonyms:S-Phenyl p-chlorothiobenzoate;BENZOIC ACID, p-CHLOROTHIO-, S-PHENYL ESTER;BRN 2451949;28122-82-9;4-09-00-01392 (Beilstein Handbook Reference);S-phenyl 4-chlorobenzenecarbothioate;SCHEMBL8400140;DTXSID90182400;4-Chlorothiobenzoic acid S-phenyl;4-Chloro-thiobenzoic acid S-phenyl ester;LS-36658;Benzenecarbothioic acid, 4-chloro-, S-phenyl ester

Chemical Property of S-Phenyl p-chlorothiobenzoate

Chemical Property:

• Vapor Pressure: 2.66E-05mmHg at 25°C
• Boiling Point: 357.8°Cat760mmHg
• Flash Point: 170.2°C
• Density: 1.31g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 248.0062638
• Heavy Atom Count: 16
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of S-Phenyl p-chlorothiobenzoate

There total 18 articles about S-Phenyl p-chlorothiobenzoate 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: 97.0%

thiophenol (108-98-5) + para-chlorobenzoic acid (74-11-3) → S-phenyl 4-chlorobenzothioate (28122-82-9)

Guidance literature:

With trifluoroacetic acid; In acetonitrile; at 60 ℃; for 4h;

DOI:10.1080/10426507.2012.664220

Reference yield: 96.0%

1-Chloro-4-iodobenzene (637-87-6) + carbon monoxide (201230-82-2) + (Et)3tin(phenylthiolate) (1012-56-2) → S-phenyl 4-chlorobenzothioate (28122-82-9)

Guidance literature:

iodophenylbis(triphenylphosphine)palladium; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 4h; under 760 Torr;

DOI:10.1016/0022-328X(85)87385-X

Reference yield: 95.0%

sodium thiophenolate (930-69-8) + 4-chloro-benzoyl chloride (122-01-0) → S-phenyl 4-chlorobenzothioate (28122-82-9)

Guidance literature:

In water;

DOI:10.1055/s-1989-27320

upstream raw materials:

4-chloro-benzoyl chloride

thiophenol

1-Chloro-4-iodobenzene

carbon monoxide

Downstream raw materials:

phenyl 4-trifluoromethylphenyl sulfide

phenyl p-chlorophenyl sulfide

4-chlorobenzophenone

4-chlorophenyl 3-nitrophenyl ketone

Refernces

• 1、 Bie, Fusheng,Cao, Han,Liu, Chengwei,Liu, Xuejing,Shi, Yijun,Szostak, Michal,Zhou, Tongliang. "Pd-Catalyzed Double-Decarbonylative Aryl Sulfide Synthesis through Aryl Exchange between Amides and Thioesters". supporting information. p. 8098 - 8103. Retrieved 2021/10/25.
• 2、 -. "Method for preparing benzoic acid-S-phenyl ester compound through cuprous catalysis". Paragraph 0047-0050. . Retrieved 2020/12/09.