2179-79-5

Basic information

• Product Name: PHENYLSELENOCYANATE
• Synonyms: PHENYLSELENOCYANATE;PHENYLSELENOCYANAT;Phenylselenocyanate, tech., 90%;(Cyanoseleno)benzene;(Phenylseleno) cyanide;Phenylseleno cyanide;Selenocyanic acid phenyl ester;Phenylselenocyanate,90%,tech.
• CAS NO: 2179-79-5
• Molecular Formula: C₇H₅NSe
• Molecular Weight: 182.08
• EINECS: -0
• Product Categories: Building Blocks;Organic Building Blocks;Selenium Compounds;Selenium Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 2179-79-5.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 116-117 °C12 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.484 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0304mmHg at 25°C
• Refractive Index: n20/D 1.603(lit.)
• Storage Temp.: 2-8°C
• Solubility: Miscible with organic solvents, terahydro furan, dichloromethane
• BRN: 1617370
• CAS DataBase Reference: PHENYLSELENOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYLSELENOCYANATE(2179-79-5)
• EPA Substance Registry System: PHENYLSELENOCYANATE(2179-79-5)

Safety Data

• Hazard Codes: T,N
• Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61
• RIDADR: UN 3440 6.1/PG 2
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 2179-79-5(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR ORANGE LIQUID

Uses

Phenyl selenocyanate is used as a specific source of nucleophilic and electrophilic selenium species in synthetic chemistry.

General Description

Phenyl selenocyanate is a selenenylation agent that can be prepared by reacting benzeneselenenyl chloride and trimethylsilyl cyanide.

InChI:InChI=1/C7H5NSe/c8-6-9-7-4-2-1-3-5-7/h1-5H

Upstream product

• 2179-96-6 triselenium dicyanide 
• 603-33-8 triphenylbismuthane 
• 100-34-5 benzene diazonium chloride 
• 3425-46-5 potassium selenocyanate 
• 2180-01-0 selenium(II) dicyanide 
• 587-85-9 diphenylmercury(II) 
• 123-75-1 pyrrolidine 
• 7677-24-9 trimethylsilyl cyanide 
• 694-05-3 1,2,3,6-tetrahydropyridine 
• 143-33-9 sodium cyanide 
• 496-15-1 1-indoline 
• 57-12-5 cyanide^(1-) 
• 60805-71-2 phenylselenyl benzenesulfonate 
• 68819-94-3 p-tolyl benzeneselenosulfonate 

Downstream Products

• 51694-22-5 ortho-nitrophenyl selenocyanate 
• 19188-18-2 p-nitrophenyl selenocyanate 
• 38927-01-4 benzeneselenenyl tribromide 
• 34837-55-3 Phenylselenyl bromide 
• 1666-13-3 diphenyl diselenide 
• 42572-42-9 phenylselenium trichloride 
• 645-96-5 Benzeneselenol 
• 28622-58-4 phenyl selenosulfide 
• 5707-06-2 O,O-diethyl Se-phenyl phosphoroselenoate 
• 4346-64-9 selenoanisole 
• 63846-72-0 3-Phenylselanyl-cyclohex-1-enecarbonitrile 
• 82491-69-8 (2S,3S)-2-Morpholin-4-yl-3-phenylselanyl-pentanenitrile 
• 82491-72-3 2-Morpholin-4-yl-2-phenyl-3-phenylselanyl-butyronitrile 
• 73090-31-0 (2-Methoxy-hexylselanyl)-benzene 

Relevant articles and documents

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Metal-Free Synthesis of Aryl Selenocyanates and Selenaheterocycles with Elemental Selenium

This work reports a green method for the synthesis of aryl selenocyanates via a three-component reaction of arylboronic acids, Se powder, and trimethylsilyl cyanide (TMSCN) under metal-free and additive-free conditions. Remarkably, TMSCN acts as not only the substrate, but also the catalyst. Various selenaheterocycles can be also accessed with a catalytic amount of TMSCN.

An electrochemical method for deborylative seleno/thiocyanation of arylboronic acids under catalyst- And oxidant-free conditions

An electrochemical deborylative seleno/thiocyanation of arylboronic acids has been well established to synthesize the corresponding aryl seleno/thiocyanates with good functional group tolerance under ambient conditions. A gram-scale reaction has been performed to highlight the advantages of the protocol. Preliminary mechanistic studies indicate that the oxidation of the seleno/thiocyanate anion occurs prior to that of the arylboronic acid substrate in galvanostatic mode, and that free radicals are involved in the process.