Phenyl thiocyanate

Base Information

• Chemical Name: Phenyl thiocyanate
• CAS No.: 5285-87-0
• Molecular Formula: C7H5NS
• Molecular Weight: 135.189
• Hs Code.: 2930909090
• European Community (EC) Number: 816-171-7
• DSSTox Substance ID: DTXSID20200868
• Nikkaji Number: J54.400K
• Wikidata: Q83074039
• Mol file: 5285-87-0.mol

Synonyms:PHENYL THIOCYANATE;5285-87-0;Thiocyanic acid, phenyl ester;Phenylrhodanid;phenylthiocyanate;Thiocyanatobenzene;(phenylsulfanyl)formonitrile;Phenylrhodanid [German];BRN 1858906;4-06-00-01536 (Beilstein Handbook Reference);Phenylthiocyanat;thiocyanato-benzene;SCHEMBL134006;DTXSID20200868;AKOS009170685;LS-152722;CS-0116674;EN300-30965

Chemical Property of Phenyl thiocyanate

Chemical Property:

• Vapor Pressure: 0.0588mmHg at 25°C
• Melting Point: 210-212 °C
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 232.5°Cat760mmHg
• Flash Point: 94.4°C
• PSA: 49.09000
• Density: 1.18g/cm³
• LogP: 2.25978
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 135.01427034
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

98%Min ^*data from raw suppliers

(phenylsulfanyl)formonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison by ingestion.
• Hazard Codes: A poison by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC#N

Technology Process of Phenyl thiocyanate

There total 87 articles about Phenyl 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: 99.0%

trimethylsilyl cyanide (7677-24-9) + thiophenol (108-98-5) → phenyl thiocyanate (5285-87-0)

Guidance literature:

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

DOI:10.1039/c5cy01552a

Reference yield: 94.0%

ammonium thiocyanate (1147550-11-5) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → phenyl thiocyanate (5285-87-0)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In dichloromethane; for 1h; Reflux;

DOI:10.1055/s-0035-1560503

Reference yield: 94.0%

ammonium thiocyanate + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → phenyl thiocyanate (5285-87-0)

Guidance literature:

With trichloroisocyanuric acid; silica gel; In dichloromethane; at 20 ℃; for 1h; regioselective reaction;

DOI:10.1080/00397911.2010.537424

upstream raw materials:

benzenediazonium

potassium thioacyanate

thiocyanic acid

benzenediazonium sulphate

Downstream raw materials:

phenyl thiobenzoate

N,N'-(2,2,2-trichloro-ethylidene)-bis-thiocarbamic acid S,S'-diphenyl ester

ethyl N-ethylcarbamate

Ethyl phenyl sulfide

Refernces

• 1、 Tamao, Kohei,Kakui, Toshio,Kumada, Makoto. "(E)-alkenyl thiocyanates from (E)-alkenylpentafluorosilicates by the oxidative cleavage with copper(II) thiocyanate". . p. 111 - 114. Retrieved 1980.
• 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". . p. 4683 - 4689. Retrieved 2021/09/10.
• 3、 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.