Phenyl methylsulfanylformate

Base Information

• Chemical Name: Phenyl methylsulfanylformate
• CAS No.: 13509-28-9
• Molecular Formula: C8H8O2S
• Molecular Weight: 168.216
• DSSTox Substance ID: DTXSID401303148
• Nikkaji Number: J129.341I
• Mol file: 13509-28-9.mol

Synonyms:phenyl methylsulfanylformate;Carbonic acid, thio-, S-methyl O-phenyl ester;13509-28-9;S-methyl O-phenyl carbonothioate;phenyl 2-thiapropanoate;SCHEMBL18802112;DTXSID401303148;S-Methyl o-phenyl thiocarbonate #;(Methylthio)formic acid phenyl ester

Chemical Property of Phenyl methylsulfanylformate

Chemical Property:

• PSA: 51.60000
• LogP: 2.54840
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 168.02450067
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=O)OC1=CC=CC=C1

Technology Process of Phenyl methylsulfanylformate

There total 9 articles about Phenyl methylsulfanylformate 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: 87.0%

Dimethyldisulphide (624-92-0) + phenyl chloroformate (1885-14-9) → S-methyl O-phenyl carbonothioate (13509-28-9)

Guidance literature:

Dimethyldisulphide; With aluminum (III) chloride; zinc; In acetonitrile; at 80 ℃; for 1.5h;

phenyl chloroformate; In acetonitrile; at 80 ℃; for 1h;

DOI:10.1007/s00706-007-0778-z

Reference yield: 49.0%

carbon monoxide (201230-82-2) + methyl iodide (74-88-4) + phenol (108-95-2,27073-41-2) → S-methyl O-phenyl carbonothioate (13509-28-9)

Guidance literature:

carbon monoxide; phenol; With sulfur; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 80 ℃; for 6h; under 7500.6 Torr;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 16h; under 750.06 Torr;

DOI:10.1016/S0040-4020(02)01331-5

Reference yield: 25.0%

carbon oxide sulfide (463-58-1) + methyl iodide (74-88-4) + phenol (108-95-2,27073-41-2) → S-methyl O-phenyl carbonothioate (13509-28-9)

Guidance literature:

carbon oxide sulfide; phenol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 1h; under 750.06 Torr;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 2h; under 750.06 Torr;

DOI:10.1016/S0040-4020(02)01331-5

upstream raw materials:

carbon oxide sulfide

potassium phenolate

methyl iodide

phenol

Downstream raw materials:

phenyl chloroformate

bis(phenyl) carbonate

methylthiol

Refernces

• 1、 Movassagh, Barahman,Tavoosi, Maryam. "Synthesis of S-aryl/alkyl thiolcarbonates from disulfides and chloroformates in the presence of the Zn/AlCl3 system". experimental part. p. 251 - 253. Retrieved 2009/05/26.
• 2、 Mizuno, Takumi,Iwai, Toshiyuki,Ishino, Yoshio. "Solvent-assisted thiocarboxylation of amines and alcohols with carbon monoxide and sulfur under mild conditions". . p. 9157 - 9163. Retrieved 2007/10/03.