S-ethyl 3-phenylpropanethioate

Base Information

• Chemical Name: S-ethyl 3-phenylpropanethioate
• CAS No.: 30911-16-1
• Molecular Formula: C11H14OS
• Molecular Weight: 194.298
• DSSTox Substance ID: DTXSID801328673
• Nikkaji Number: J951.282I
• Mol file: 30911-16-1.mol

Synonyms:S-ethyl 3-phenylpropanethioate;30911-16-1;SCHEMBL24359620;DTXSID801328673

Chemical Property of S-ethyl 3-phenylpropanethioate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 194.07653624
• Heavy Atom Count: 13
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCSC(=O)CCC1=CC=CC=C1

Technology Process of S-ethyl 3-phenylpropanethioate

There total 9 articles about S-ethyl 3-phenylpropanethioate 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: 94.0%

3-phenyl-propenal (104-55-2) + ethanethiol (75-08-1) → S-ethyl 3-phenylpropionic acid thioester (30911-16-1)

Guidance literature:

3-phenyl-propenal; With trimethylsilyl cyanide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;

ethanethiol; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/ol403415z

Reference yield: 92.0%

ethanethiol (75-08-1) + 3-Phenylpropionic acid (501-52-0) → S-ethyl 3-phenylpropionic acid thioester (30911-16-1)

Guidance literature:

In dichloromethane; for 5h; Ambient temperature;

DOI:10.1002/hlca.19830660843

Reference yield: 90.0%

S-ethyl thiocinnamate (42893-53-8) → S-ethyl 3-phenylpropionic acid thioester (30911-16-1)

Guidance literature:

With copper acetate monohydrate; o-phenylenebis(diphenylphosphine); tert-butyl alcohol; In toluene; at 20 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c1ob05352c

upstream raw materials:

1-diazo-3-phenyl-2-propanone

ethanethiol

hydrocinnamic acid chloride

sodium thioethylate

Downstream raw materials:

1-octyl 3-phenylpropanoate

3-(3-Phenyl-propionyloxy)-pentanedioic acid diethyl ester

3-phenylpropionic acid 3-phenylpropyl ester

allyl 3-phenylpropionate

Refernces

• 1、 Xu, Hehuan,Liu, Jiayu,Nie, Feiyun,Zhao, Xiaowei,Jiang, Zhiyong. "Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling". . p. 16204 - 16212. Retrieved 2021/10/25.
• 2、 Kaise, Hiromi,Shimokawa, Jun,Fukuyama, Tohru. "TMSCN/DBU-mediated facile redox transformation of α,β- unsaturated aldehydes to carboxylic acid derivatives". supporting information. p. 727 - 729. Retrieved 2014/03/21.