5435-92-7

Basic information

• Product Name: 2-Chloro-4-phenylbenzonitrile
• Synonyms: 2-Chloro-4-phenylbenzonitrile
• CAS NO: 5435-92-7
• Molecular Formula: C₁₃H₈ClN
• Molecular Weight: 213.66232
• Mol File: 5435-92-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 370.1°Cat760mmHg
• Flash Point: 163.4°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 1.13E-05mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Chloro-4-phenylbenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-4-phenylbenzonitrile(5435-92-7)
• EPA Substance Registry System: 2-Chloro-4-phenylbenzonitrile(5435-92-7)

Safety Data

• Hazardous Substances Data: 5435-92-7(Hazardous Substances Data)

Usage

General Description

2-Chloro-4-phenylbenzonitrile is a chemical compound with the molecular formula C13H8ClN. It is a derivative of benzonitrile, which is a type of organic compound. 2-Chloro-4-phenylbenzonitrile is commonly used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a building block for the production of dyes, pigments, and fine chemicals. The compound is a colorless to light yellow solid with a high melting point and low solubility in water. It should be handled with care and in accordance with safety precautions due to its toxic and irritant properties.

InChI:InChI=1/C13H8ClN/c14-13-8-11(6-7-12(13)9-15)10-4-2-1-3-5-10/h1-8H

Upstream product

• 3336-16-1 2-chloro-4-hydroxybenzonitrile 
• 28557-00-8 phenylzinc chloride 
• 21424-83-9 3-chloro-4-methoxy-1,1'-biphenyl 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 71-43-2 benzene 
• 7285-66-7 3-chlorobiphenyl-4-amine 

Downstream Products

• 100728-08-3 6-phenyl-1⁽²⁾H-indazol-3-ylamine 
• 5728-40-5 3-chloro-[1,1'-biphenyl]-4-carboxylic acid 

Relevant articles and documents

Site-Selective, Modular Diversification of Polyhalogenated Aryl Fluorosulfates (ArOSO2F) Enabled by an Air-Stable PdI Dimer

Since 2014, the interest in aryl fluorosulfates (ArOSO2F) as well as their implementation in powerful applications has continuously grown. In this context, the enabling capability of ArOSO2F will strongly depend on the substitution pattern of the arene, which ultimately dictates its overall function as drug candidate, material, or bio-linker. This report showcases the modular, substrate-independent, and fully predictable, selective functionalization of polysubstituted arenes bearing C?OSO2F, C?Br, and C?Cl sites, which makes it possible to diversify the arene in the presence of OSO2F or utilize OSO2F as a triflate surrogate. Sequential and triply selective arylations and alkylations were realized within minutes at room temperature, using a single and air-stable PdI dimer.

Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2) and C(sp3) Coupling of C?Br, C?OTf, and C?Cl Bonds Enabled by a Single Palladium(I) Dimer

Full control over multiple competing coupling sites would enable straightforward access to densely functionalized compound libraries. Historically, the site selection in Pd0-catalyzed functionalizations of poly(pseudo)halogenated arenes has been unpredictable, being dependent on the employed catalyst, the reaction conditions, and the substrate itself. Building on our previous report of C?Br-selective functionalization in the presence of C?OTf and C?Cl bonds, we herein complete the sequence and demonstrate the first general arylations and alkylations of C?OTf bonds (in I dimer. This allowed the realization of the first general and triply selective sequential C?C coupling (in 2D and 3D space) of C?Br followed by C?OTf and then C?Cl bonds.