2-Methylphenyl thiocyanate

Base Information

• Chemical Name: 2-Methylphenyl thiocyanate
• CAS No.: 5285-88-1
• Molecular Formula: C8H7NS
• Molecular Weight: 149.216
• DSSTox Substance ID: DTXSID40967320
• Nikkaji Number: J1.527.016K
• Wikidata: Q82949917
• Mol file: 5285-88-1.mol

Synonyms:2-Methylphenyl thiocyanate;5285-88-1;toluene thiocyanate;SCHEMBL231786;DTXSID40967320

Chemical Property of 2-Methylphenyl thiocyanate

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: 147

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1SC#N

Technology Process of 2-Methylphenyl thiocyanate

There total 20 articles about 2-Methylphenyl thiocyanate 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: 82.0%

trimethylsilyl isothiocyanate (2290-65-5) + 2-Methylphenylboronic acid (16419-60-6) → 1-methyl-2-thiocyanatobenzene (5285-88-1)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; oxygen; potassium carbonate; sodium fluoride; copper(l) chloride; In acetonitrile; at 20 ℃; for 12h; Molecular sieve;

DOI:10.1039/c4ob02208d

Reference yield: 81.0%

trimethylsilyl cyanide (7677-24-9) + bis(2-methylphenyl)disulfide (4032-80-8) → 1-methyl-2-thiocyanatobenzene (5285-88-1)

Guidance literature:

With Selectfluor; In acetonitrile; at 80 ℃; for 4h; Green chemistry;

DOI:10.1177/1747519820902670

Reference yield: 81.0%

trimethylsilyl cyanide (7677-24-9) + methyl o-tolyl sulfide (14092-00-3) → 1-methyl-2-thiocyanatobenzene (5285-88-1)

Guidance literature:

With Selectfluor; In acetonitrile; at 80 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.joc.9b00965

upstream raw materials:

1,2,2-trifluorostyrene

2-methylphenyl diazonium tetrafluoroborate

potassium thioacyanate

o-toluene-diazonium chloride

Downstream raw materials:

phenyl-carbamimidothioic acid

2-methyl-4-nitro-phenyl thiocyanate

2-methyl-5-nitro-phenyl thiocyanate

[(2-Methylphenyl)sulfanyl]acetic acid

Refernces

• 1、 He, Dongdong,Yao, Jiaojiao,Ma, Boling,Wei, Jinghao,Hao, Guangguo,Tuo, Xun,Guo, Shengmei,Fu, Zhengjiang,Cai, Hu. "An electrochemical method for deborylative seleno/thiocyanation of arylboronic acids under catalyst- And oxidant-free conditions". supporting information. p. 1559 - 1564. Retrieved 2020/03/26.
• 2、 Dyga, Marco,Hayrapetyan, Davit,Rit, Raja K.,Goo?en, Lukas J.. "Electrochemical ipso-Thiocyanation of Arylboron Compounds". supporting information. p. 3548 - 3553. Retrieved 2019/04/26.