S-phenethyl ethanethioate

Base Information

• Chemical Name: S-phenethyl ethanethioate
• CAS No.: 35065-97-5
• Molecular Formula: C10H12OS
• Molecular Weight: 180.271
• DSSTox Substance ID: DTXSID901304741
• Nikkaji Number: J1.236.067C
• Mol file: 35065-97-5.mol

Synonyms:thioacetic acid S-phenethyl ester;S-phenethyl ethanethioate;Thioessigsaeure-S-phenaethylester;phenethyl thioacetate;S-Phenaethyl-thioacetat;2-Acetylmercapto-1-phenyl-aethan;

Chemical Property of S-phenethyl ethanethioate

Chemical Property:

• PSA: 42.37000
• LogP: 2.50880
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 180.06088618
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

97-99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SCCC1=CC=CC=C1

Technology Process of S-phenethyl ethanethioate

There total 7 articles about S-phenethyl ethanethioate 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: 98.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + tiolacetic acid (507-09-5) → S-2-phenylethyl thioacetate (35065-97-5)

Guidance literature:

With tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate; In acetonitrile; for 5h; Sealed tube; Irradiation;

DOI:10.1021/jo3020825

Reference yield: 86.0%

2-mercaptophenylethane (4410-99-5) + acetyl chloride (75-36-5) → S-2-phenylethyl thioacetate (35065-97-5)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1021/jo070814z

Reference yield: 82.0%

1-phenyl-2-bromoethane (103-63-9) → S-2-phenylethyl thioacetate (35065-97-5)

Guidance literature:

In acetonitrile; at 20 ℃; for 2.66667h;

DOI:10.1007/s13738-012-0093-4

upstream raw materials:

styrene

thioacetic acid

2-mercaptophenylethane

acetyl chloride

Downstream raw materials:

2-phenylethylsulfonyl chloride

N-benzyl 2-phenylethanesulfonamide

N-methyl-2-phenylethane-1-sulfonamide

3,4-dihydro-1H-benzo[c][1,2]thiazine 2,2-dioxide

Refernces

• 1、 Zarchi, Mohammad Ali Karimi,Nejabat, Mojgan. "Convenient synthesis of alkyl thioacetate from alkyl halide using a polymer-supported sodium thioacetate". . p. 767 - 774. Retrieved 2013/02/23.
• 2、 Watanabe, Mitsuru,Suga, Seiji,Yoshida, Jun-Ichi. "Intramolecular assistance of electron transfer from heteroatom compounds. Electrochemical oxidation of 2-(2-pyridyl)ethyl-substituted ethers, sulfides, and selenides". . p. 243 - 247. Retrieved 2007/10/03.