Benzenesulfonyl isothiocyanate, 4-methyl-

Base Information

• Chemical Name: Benzenesulfonyl isothiocyanate, 4-methyl-
• CAS No.: 1424-52-8
• Molecular Formula: C8H7NO2S2
• Molecular Weight: 213.281
• DSSTox Substance ID: DTXSID00406225
• Nikkaji Number: J393.873E
• Mol file: 1424-52-8.mol

Synonyms:Benzenesulfonyl isothiocyanate, 4-methyl-;1424-52-8;4-methylbenzenesulfonyl isothiocyanate;tosyl isothiocyanate;SCHEMBL6990064;DTXSID00406225;AKOS002664390

Chemical Property of Benzenesulfonyl isothiocyanate, 4-methyl-

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 212.99182081
• Heavy Atom Count: 13
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N=C=S

Technology Process of Benzenesulfonyl isothiocyanate, 4-methyl-

There total 6 articles about Benzenesulfonyl isothiocyanate, 4-methyl- 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: 38.0%

tosylcarbamodithioate → p-tolylsulfonyl isothiocyanate (1424-52-8)

Guidance literature:

With sodium persulfate; In water; at 20 ℃; for 1h; chemoselective reaction; Green chemistry;

DOI:10.1039/c8gc02261e

Reference yield:

potassium thioacyanate (333-20-0) + p-toluenesulfonyl chloride (98-59-9) → p-tolylsulfonyl isothiocyanate (1424-52-8)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; for 5h; Ambient temperature;

DOI:10.1016/S0223-5234(97)86179-X

Reference yield:

toluene-4-sulfonamide (70-55-3) → p-tolylsulfonyl isothiocyanate (1424-52-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / Petroleum ether; ethyl acetate / 20 °C / Green chemistry

2: sodium persulfate / water / 1 h / 20 °C / Green chemistry

With sodium persulfate; potassium hydroxide; In water; ethyl acetate; Petroleum ether;

DOI:10.1039/c8gc02261e

upstream raw materials:

phosgene

dipotassium p-tolylsulfonyl dithiocarbamate

carbon disulfide

toluene-4-sulfonamide

Downstream raw materials:

2-(1-ethylamino-ethylidene)-N-(toluene-4-sulfonyl)-3-thio-malonamic acid ethyl ester

2-(1-anilino-ethylidene)-N-(toluene-4-sulfonyl)-3-thio-malonamic acid ethyl ester

N-(3-p-tolyl-[1,4,2]oxathiazol-5-ylidene)-toluene-4-sulfonamide

N-[3-(2,4,6-trimethyl-phenyl)-[1,4,2]oxathiazol-5-ylidene]-toluene-4-sulfonamide

Refernces

• 1、 Barton,Fontana,Yang. "The invention of radical reactions. Part XXXV. A novel radical fission reaction of N-sulfonylthioxocarbamates". . p. 2705 - 2716. Retrieved 2007/10/03.
• 2、 Hartke. "Description of sulfonyl isothiocyanates". . p. 174 - 178. Retrieved 2007/10/09.