Phenylmethanethiosulfonate

Base Information

• Chemical Name: Phenylmethanethiosulfonate
• CAS No.: 1197-26-8
• Molecular Formula: C7H8 O2 S2
• Molecular Weight: 188.271
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID601306067
• Nikkaji Number: J1.379.987C
• Mol file: 1197-26-8.mol

Synonyms:Phenylmethanethiosulfonate;1197-26-8;methylsulfonylsulfanylbenzene;S-phenyl methanesulfonothioate;(METHANESULFONYLSULFANYL)BENZENE;Methanesulfonothioic acid, S-phenyl ester;Ph-MTS;S-Phenyl Methanethiosulfonate;SCHEMBL3303422;DTXSID601306067;AKOS006293901;Methanethiosulfonic acid S-phenyl ester;FT-0673790;J-004191

Chemical Property of Phenylmethanethiosulfonate

Chemical Property:

• Vapor Pressure: 0.000799mmHg at 25°C
• Melting Point: 88.5-90.5°C
• Refractive Index: 1.602
• Boiling Point: 315.6°C at 760 mmHg
• Flash Point: 144.7°C
• PSA: 67.82000
• Density: 1.34g/cm³
• LogP: 2.81910
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 187.99657184
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

Phenylmethanethiosulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)SC1=CC=CC=C1
• Uses: Phenylmethanethiosulfonate reacts specifically and rapidly with thiols to form mixed disulfides. Used to probe the structures of the ACh receptor channel of the GABA receptor channel and of lactose permease Reacts specifically and rapidly with thiols to form mixed disulfides. Used to probe the structures of the ACh receptor channel of the GABA receptor channel and of lactose permease.

Technology Process of Phenylmethanethiosulfonate

There total 19 articles about Phenylmethanethiosulfonate 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%

S-phenyl methanethiosulfinate (40249-95-4,133670-25-4,133670-33-4) → S-phenyl benzenesulfonothioate (1197-26-8)

Guidance literature:

With 1,4-dioxane; sodium periodate; In water; at 20 ℃; for 8h;

DOI:10.1246/bcsj.54.1443

Reference yield: 86.0%

N-hydroxylmethanesulfonamide (50695-55-1) + thiophenol (108-98-5) → S-phenyl benzenesulfonothioate (1197-26-8)

Guidance literature:

With iodine; potassium carbonate; In ethanol; at 60 ℃; for 6h; Green chemistry;

DOI:10.1039/d1ob00036e

Reference yield: 84.0%

N-(phenylthio)succinimide (14204-24-1) + sodium methansulfinate (20277-69-4) → S-phenyl benzenesulfonothioate (1197-26-8)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In water; at 30 ℃; for 2h; Ionic liquid;

DOI:10.1016/j.tetlet.2012.09.132

upstream raw materials:

benzenesulphinyl chloride

methylsulphinyl chloride

S-phenyl methanethiosulfinate

methyl phenyl disulfide

Downstream raw materials:

6-endo-methylsulfonyl-7-syn-phenylsulfanylbicyclo[3.1.1]heptane

6-endo-methylsulfonyl-7-anti-phenylsulfanylbicyclo[3.1.1]heptane

Refernces

• 1、 Raghuvanshi, Dushyant Singh,Verma, Narsingh. "An iodine-mediated new avenue to sulfonylation employingN-hydroxy aryl sulfonamide as a sulfonylating agent". supporting information. p. 4760 - 4767. Retrieved 2021/06/09.
• 2、 Wang, Fei,Liu, Bo-Xi,Rao, Weidong,Wang, Shun-Yi. "Metal-Free Chemoselective Reaction of Sulfoxonium Ylides and Thiosulfonates: Diverse Synthesis of 1,4-Diketones, Aryl Sulfursulfoxonium Ylides, and β-Keto Thiosulfones Derivatives". supporting information. p. 6600 - 6604. Retrieved 2020/09/02.