5285-87-0

Basic information

• Product Name: PHENYLTHIOCYANATE
• Synonyms: thiocyanatobenzene
• CAS NO: 5285-87-0
• Molecular Formula: C₇H₅NS
• Molecular Weight: 135.19
• Mol File: 5285-87-0.mol
• Article Data: 46

Chemical Properties

• Melting Point: 210-212 °C
• Boiling Point: 232.5°C (rough estimate)
• Flash Point: 94.4°C
• Appearance: /
• Density: 1.1530
• Vapor Pressure: 0.0588mmHg at 25°C
• Refractive Index: 1.6100 (estimate)
• CAS DataBase Reference: PHENYLTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYLTHIOCYANATE(5285-87-0)
• EPA Substance Registry System: PHENYLTHIOCYANATE(5285-87-0)

Safety Data

• Hazardous Substances Data: 5285-87-0(Hazardous Substances Data)

Usage

Hazard

A poison by ingestion.

Safety Profile

A poison by ingestion, intraperitoneal, and intravenous routes. When heated to decomposition it emits toxic vapors of NOx and SOx.

InChI:InChI=1/C7H5NS/c8-6-9-7-4-2-1-3-5-7/h1-5H

Upstream product

• 2684-02-8 benzenediazonium 
• 333-20-0 potassium thioacyanate 
• 463-56-9 thiocyanic acid 
• 6415-38-9 benzenediazonium sulphate 
• 108-98-5 thiophenol 
• 506-77-4 cyanogen chloride 
• 62-53-3 aniline 
• 505-14-6 thiocyanogen 
• 71-43-2 benzene 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 506-68-3 bromocyane 
• 930-69-8 sodium thiophenolate 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 57-12-5 cyanide^(1-) 

Downstream Products

• 884-09-3 phenyl thiobenzoate 
• 854898-72-9 N,N'-(2,2,2-trichloro-ethylidene)-bis-thiocarbamic acid S,S'-diphenyl ester 
• 623-78-9 ethyl N-ethylcarbamate 
• 622-38-8 Ethyl phenyl sulfide 
• 882-33-7 diphenyldisulfane 
• 16911-57-2 thiobenzoic acid O-phenyl ester 
• 139-66-2 diphenyl sulfide 
• 108-98-5 thiophenol 
• 2769-30-4 2-nitrophenyl thiocyanate 
• 2137-92-0 4-nitrophenyl thiocyanate 
• 61642-86-2 S-phenyl thiocarbamate 
• 56741-04-9 S-phenyl tert-butylcarbamothioate 
• 1889-58-3 O,O-diethyl S-phenyl phosphorothioate 
• 107-12-0 propiononitrile 

Relevant articles and documents

Synthesis and antimicrobial properties of 4-(2-thiocyanato-3-arylpropionyloxy)butyl acrylates

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Temperature-Controlled Chemoselective Synthesis of Thiosulfonates and Thiocyanates: Novel Reactivity of KXCN (X=S, Se) towards Organosulfonyl Chlorides

An efficient chemoselective protocol has been developed for the synthesis of thiosulfonates and thiocyanates by employing cost effective and commercially available organosulfonyl chlorides with potassium thio-/selenocyanate. The strategy offered the thiosulfonates and thiocyanates selectively by tuning the equivalents of KSeCN and optimizing the reaction temperature. On the other hand, thiosulfonates were obtained as sole products when organosulfonyl chlorides were treated with KSCN. Furthermore, the syntheses of diarylthioethers and aryl(heteroaryl) thioethers were carried out as a part of synthetic application of newly prepared arylthiocyanates.

Selectfluor-initiated cyanation of disulfides to thiocyanates

A Selectfluor-initiated cyanation of disulfides to thiocyanates has been developed. In this process, Selectfluor was employed as the oxidant and trimethylsilyl cyanide was used as the cyanation reagent. It provides an eco-friendly and simple way to synthesize the thiocyanates.

Fluorium-Initiated Dealkylative Cyanation of Thioethers to Thiocyanates

Thioethers are converted to thiocyanates via fluorium-initiated dealkylative cyanation. Selectfluor is used as the oxidant, and trimethylsilyl cyanide is used as the cyanation reagent. The well-streamlined procedure is user-friendly, operationally simple, and step-economical. The current mechanistic studies show that the sulfur radical cation and cyano radical are both involved. They combine to deliver cyanosulfonium, an intermediate toward thiocyanate after dealkylation. Alternatively, a nucleophilic mechanism is also possible. Our dealkyaltive cyanation is also efficient in synthesizing thiocyanates with strongly electrophilic functionalities.