p-Toluenesulphenyl cyanide

Base Information

• Chemical Name: p-Toluenesulphenyl cyanide
• CAS No.: 5285-74-5
• Molecular Formula: C8H7NS
• Molecular Weight: 149.216
• DSSTox Substance ID: DTXSID60361583
• Nikkaji Number: J775.768I
• Wikidata: Q82143947
• Mol file: 5285-74-5.mol

Synonyms:p-toluenesulphenyl cyanide;5285-74-5;(4-methylphenyl) thiocyanate;1-methyl-4-thiocyanatobenzene;[(4-METHYLPHENYL)SULFANYL]FORMONITRILE;p-tolyl thiocyanate;Thiocyanic acid, 4-methylphenyl ester;4-methylphenyl thiocyanate;SCHEMBL171086;Thiocyanic acid, p-tolyl ester;DTXSID60361583;EN300-1699318

Chemical Property of p-Toluenesulphenyl cyanide

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.02992040
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)SC#N

Technology Process of p-Toluenesulphenyl cyanide

There total 61 articles about p-Toluenesulphenyl cyanide 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: 100.0%

di(4-methyl)phenylthiosulfonate (2943-42-2) + copper(I) cyanide (544-92-3) → 4-tolyl thiocyanate (5285-74-5) + sodium 4-methylbenzenesulfinate (824-79-3)

Guidance literature:

In acetonitrile; at 100 ℃; for 12h;

Reference yield: 95.0%

trimethylsilyl cyanide (7677-24-9) + para-thiocresol (106-45-6) → 4-tolyl thiocyanate (5285-74-5)

Guidance literature:

In dimethyl sulfoxide; at 30 ℃; for 0.5h;

DOI:10.1039/c5cy01552a

Reference yield: 92.0%

ammonium thiocyanate + toluene (108-88-3,15644-74-3,16713-13-6) → 4-tolyl thiocyanate (5285-74-5)

Guidance literature:

With trichloroisocyanuric acid; silica gel; In dichloromethane; at 20 ℃; for 0.833333h; regioselective reaction;

DOI:10.1080/00397911.2010.537424

upstream raw materials:

ethanol

p-toluidine

acetic acid

N-((4-methylphenyl)thio)phthalimide

Downstream raw materials:

di(p-tolyl) disulfide

3-nitro-4-thiocyanatotoluene

S-(4-methylphenyl) thiocarbamate

para-thiocresol

Refernces

• 1、 Todorovi?, Uro?,Klose, Immo,Maulide, Nuno. "Straightforward Access to Thiocyanates via Dealkylative Cyanation of Sulfoxides". supporting information. p. 2510 - 2513. Retrieved 2021/04/13.
• 2、 Ali, Shamsad,Goswami, Avijit,Kalaramna, Pratibha,Singh, Prasoon Raj. "Synthesis of Thio-/Selenopyrrolines via SnCl4-Catalyzed (3+2)-Cycloadditions of Donor-Acceptor Cyclopropanes with Thio-/Selenocyanates". supporting information. p. 4683 - 4689. Retrieved 2021/09/10.