10270-28-7

Basic information

• Product Name: 4-[2-(4-chlorophenyl)ethyl]benzonitrile
• CAS NO: 10270-28-7
• Molecular Formula: C₁₅H₁₂ClN
• Molecular Weight: 241.7155
• Mol File: 10270-28-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 360.1°C at 760 mmHg
• Flash Point: 142.6°C
• Density: 1.18g/cm³
• Vapor Pressure: 2.27E-05mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: 4-[2-(4-chlorophenyl)ethyl]benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[2-(4-chlorophenyl)ethyl]benzonitrile(10270-28-7)
• EPA Substance Registry System: 4-[2-(4-chlorophenyl)ethyl]benzonitrile(10270-28-7)

Safety Data

• Hazardous Substances Data: 10270-28-7(Hazardous Substances Data)

Usage

Physical State

White to off-white solid

Usage

Commonly used in pharmaceutical and research applications

Chemical Class

Belongs to benzene and substituted derivatives

Structural Components

Contains a benzene ring with a nitrile group and a 4-chlorophenylethyl side chain

Pharmacological Activity

Selective serotonin reuptake inhibitor (SSRI)

Research Focus

Investigated for potential pharmacological effects on the central nervous system

Potential Applications

Studied for potential use in the treatment of neurological and psychiatric disorders

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 6529-53-9 1-(2-bromoethyl)-4-chlorobenzene 
• 3058-39-7 4-iodobenzonitrile 
• 57186-64-8 1-chloro-4-(2-iodoethyl)-benzene 
• 623-00-7 4-bromobenzenecarbonitrile 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 104-85-8 para-methylbenzonitrile 

Relevant articles and documents

A Ball-Milling-Enabled Cross-Electrophile Coupling

The nickel-catalyzed cross-electrophile coupling of aryl halides and alkyl halides enabled by ball-milling is herein described. Under a mechanochemical manifold, the reductive C-C bond formation was achieved in the absence of bulk solvent and air/moisture sensitive setups, in reaction times of 2 h. The mechanical action provided by ball milling permits the use of a range of zinc sources to turnover the nickel catalytic cycle, enabling the synthesis of 28 cross-electrophile coupled products.

Aryl Radicals from Electrochemical Reduction of Aryl Halides. Addition on Olefins

Aryl radicals generated by direct and indirect (by means of an aromatic anion radical mediator) electrochemistry are reacted with olefins in liquid ammonia and in organic solvents (Me2SO, MeCN, DMF).The arylated product is obtained in good yield in the latter case.In pure liquid NH3, the yields are extremely poor.They are improved upon addition of a proton donor such as urea or water; further increase of yields is obtained upon addition of 2-propanol.A reaction mechanism is proposed based on these observations and on the results of deuterium incorporation experiments.Cyclic voltammetry is used to determine the rate constant of the key step in the mechanism, viz, the addition of the aryl radical to the olefin, through its competition with its reaction with nucleophiles in the framework of an SRN1 substitution process.