Benzoic acid, p-chlorothio-, O-ethyl ester

Base Information

• Chemical Name: Benzoic acid, p-chlorothio-, O-ethyl ester
• CAS No.: 13915-60-1
• Molecular Formula: C9H9 Cl O S
• Molecular Weight: 200.689
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID40160935
• Nikkaji Number: J99.638F
• Wikidata: Q83029286
• Mol file: 13915-60-1.mol

Synonyms:Benzoic acid, p-chlorothio-, O-ethyl ester;13915-60-1;o-ethyl 4-chlorobenzenecarbothioate;Ethyl 4-chlorothiobenzoate;Ethyl 4-chlorothionobenzoate;p-Chlorothiobenzoic acid O-ethyl ester;BRN 0908246;Benzenecarbothioic acid, 4-chloro-, O-ethyl ester;SCHEMBL9585635;DTXSID40160935;(4-chlorophenyl)ethoxy-methanethione;LS-36657;4-Chlorobenzenethiocarboxylic acid O-ethyl ester

Chemical Property of Benzoic acid, p-chlorothio-, O-ethyl ester

Chemical Property:

• Vapor Pressure: 0.028mmHg at 25°C
• Boiling Point: 254.2°Cat760mmHg
• Flash Point: 107.5°C
• PSA: 41.32000
• Density: 1.226g/cm³
• LogP: 3.05200
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 200.0062638
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=S)C1=CC=C(C=C1)Cl

Technology Process of Benzoic acid, p-chlorothio-, O-ethyl ester

There total 12 articles about Benzoic acid, p-chlorothio-, O-ethyl ester 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: 100.0%

4-chlorobenzimidic acid ethyl ester (827-72-5) → O-ethyl 4-chlorobenzenecarbothioate (13915-60-1)

Guidance literature:

With Dowex 50W-X₈; hydrogen sulfide; In methanol; at -20 ℃; for 1h;

DOI:10.1055/s-1989-27288

Reference yield: 93.0%

2-(4-Chlorphenyl)-2-dimethylamino-2-ethoxyacetonitril (83247-18-1) → O-ethyl 4-chlorobenzenecarbothioate (13915-60-1)

Guidance literature:

With hydrogen sulfide; In cyclohexane; at 70 - 80 ℃;

Reference yield: 92.0%

ethyl 4-chlorobenzoate (7335-27-5) → O-ethyl 4-chlorobenzenecarbothioate (13915-60-1)

Guidance literature:

With Lawessons reagent; In xylene; Heating;

DOI:10.1039/P19910000183

upstream raw materials:

ethyl-4-chlorobenzimidate hydrochloride

ethyl 4-chlorobenzoate

2-(4-Chlorphenyl)-2-dimethylamino-2-ethoxyacetonitril

4-chlorobenzimidic acid ethyl ester

Downstream raw materials:

ethyl 4-chlorobenzoate

5-(4-Chloro-phenyl)-5-ethoxy-3-(4-nitro-phenyl)-[1,4,2]dithiazole

4-nitrobenzonitrile

ethyl 5-(4-chlorophenyl)thiazole-4-carboxylate

Refernces

• 1、 Katritzky, Alan R.,Witek, Rachel M.,Rodriguez-Garcia, Valerie,Mohapatra, Prabhu P.,Rogers, James W.,Cusido, Janet,Abdel-Fattah, Ashraf A. A.,Steel, Peter J.. "Benzotriazole-assisted thioacylation". . p. 7866 - 7881. Retrieved 2007/10/03.
• 2、 Reynaud,El Hamad,Davrinche,Nguyen-Tri-Xuong,Tran,Rinjard. "A new synthetic route to 1,3,4-oxadiazoles. Pharmacological study of some new derivatives". . p. 991 - 993. Retrieved 2007/10/02.