74448-92-3

Basic information

• Product Name: 4-(4-CHLOROPHENOXY)BENZONITRILE
• Synonyms: 4-CHLORO-4'-CYANODIPHENYL ETHER;4-(4-CHLOROPHENOXY)BENZONITRILE
• CAS NO: 74448-92-3
• Molecular Formula: C₁₃H₈ClNO
• Molecular Weight: 229.66
• Mol File: 74448-92-3.mol
• Article Data: 24

Chemical Properties

• Melting Point: 85 °C
• Boiling Point: 160 °C / 0.6mmHg
• Flash Point: 168.4 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 3.26E-05mmHg at 25°C
• Refractive Index: 1.622
• Solubility: soluble in Methanol
• CAS DataBase Reference: 4-(4-CHLOROPHENOXY)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-CHLOROPHENOXY)BENZONITRILE(74448-92-3)
• EPA Substance Registry System: 4-(4-CHLOROPHENOXY)BENZONITRILE(74448-92-3)

Safety Data

• Hazardous Substances Data: 74448-92-3(Hazardous Substances Data)

Usage

General Description

4-(4-chlorophenoxy)benzonitrile is a chemical compound with the molecular formula C13H8ClNO. It is commonly used in the synthesis of pharmaceuticals, agrochemicals, and dyes. 4-(4-CHLOROPHENOXY)BENZONITRILE is also known for its herbicidal properties and is often used as an active ingredient in weed control products. Additionally, it is a key intermediate in the production of various other chemical compounds. 4-(4-chlorophenoxy)benzonitrile is a white crystalline solid that is insoluble in water but soluble in organic solvents. It is important to handle this compound with care, as it may be harmful if ingested, inhaled, or absorbed through the skin.

InChI:InChI=1/C13H8ClNO/c14-11-3-7-13(8-4-11)16-12-5-1-10(9-15)2-6-12/h1-8H

Upstream product

• 101-79-1 4-amino-4'-chlorodiphenyl ether 
• 6377-63-5 4-chlorophenyl 4-methylphenyl ether 
• 1194-02-1 4-fluorobenzonitrile 
• 106-48-9 4-chloro-phenol 
• 623-00-7 4-bromobenzenecarbonitrile 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 767-00-0 4-cyanophenol 
• 623-03-0 4-Cyanochlorobenzene 
• 106-39-8 bromochlorobenzene 
• 1121-74-0 potassium 4-chlorophenoxide 
• 403-54-3 m-Fluorobenzonitrile 
• 3058-39-7 4-iodobenzonitrile 
• 459-57-4 4-fluorobenzaldehyde 
• 619-72-7 4-nitrobenzonitrile 

Downstream Products

• 2005-08-5 4-chlorophenyl benzoate 
• 104128-50-9 (4-cyanophenyl)(4-methylphenyl)sulfide 
• 83491-06-9 4-chlorophenyl dodecanoate 
• 774525-83-6 (4-(4-chlorophenoxy)phenyl)methanamine 
• 1443126-24-6 5-(4-(4-chlorophenoxy)phenyl)-1H-tetrazole 
• 1613190-09-2 (Z)-2-(4-(4-chlorophenoxy)benzylidene)-6-hydroxybenzofuran-3(2H)-one 
• 1613189-92-6 (Z)-2-(4-(4-chlorophenoxy)benzylidene)benzofuran-3(2H)-one 
• 61343-99-5 4-(4'-chlorophenoxy)benzaldehyde 

Relevant articles and documents

Oxalohydrazide Ligands for Copper-Catalyzed C?O Coupling Reactions with High Turnover Numbers

Here, we report a class of ligands based on oxalohydrazide cores and N-amino pyrrole and N-amino indole units that generates long-lived copper catalysts for couplings that form the C?O bonds in biaryl ethers. These Cu-catalyzed coupling of phenols with aryl bromides occurred with turnovers up to 8000, a value which is nearly two orders of magnitude higher than those of prior couplings to form biaryl ethers and nearly an order of magnitude higher than those of any prior copper-catalyzed coupling of aryl bromides and chlorides. This ligand also led to copper systems that catalyze the coupling of aryl chlorides with phenols and the coupling of aryl bromides and iodides with primary benzylic and aliphatic alcohols. A wide variety of functional groups including nitriles, halides, ethers, ketones, amines, esters, amides, vinylarenes, alcohols and boronic acid esters were tolerated, and reactions occurred with aryl bromides in pharmaceutically related structures.

CoII Immobilized on Aminated Magnetic-Based Metal–Organic Framework: An Efficient Heterogeneous Nanostructured Catalyst for the C–O Cross-Coupling Reaction in Solvent-Free Conditions

Abstract: In this paper, we report the synthesis of Fe3O4?AMCA-MIL53(Al)-NH2-CoII NPs based on the metal–organic framework structures as a magnetically separable and environmentally friendly heterogeneous nanocatalyst. The prepared nanostructured catalyst efficiently promotes the C–O cross-coupling reaction in solvent-free conditions without the need for using toxic solvents and/or expensive palladium catalyst. Graphic Abstract: [Figure not available: see fulltext.].

A diaryl ether compounds of the novel preparation method and application thereof

The invention relates to a diaryl ether compounds of the novel preparation method, in particular compound is added to the reactor in sequence 1, dimethyl sulfoxide, cesium carbonate, compound 2, stirring at room temperature 10 - 60 minutes; then placing the reaction temperature is set to 70 - 120 °C the pot of the oil bath, and incandescent lamp for irradiation, the course of the reaction by TLC detection, to be after the reaction, the reaction solution by filtration, extraction and column chromatography, to obtain the target compound, the completion of the diaryl ether compound preparation. The technical scheme of the present invention visible under light induction, does not add any transition metal catalyst and ligand firmly oxidation reducing agent, aryl halide with phenol derivatives in photocatalytic C - O cross-coupling reaction. Preparation of mild conditions, green, high efficiency, low cost, simple and convenient operation. The preparation of this compound is a biological, medical, in the field of organic synthesis in particular pharmaceutical synthesis of important synthetic intermediate.