90446-25-6

Basic information

• Product Name: 4-(DIFLUOROMETHOXY)BENZONITRILE
• Synonyms: AKOS B018635;4-(DIFLUOROMETHOXY)BENZONITRILE;ART-CHEM-BB B018635;4-(Difluoromethoxy)benzonitrile 98%;4-(Difluoromethoxy)benzonitrile98%;4-Cyano-alpha,alpha-difluoroanisole, 4-Cyanophenyl difluoromethyl ether
• CAS NO: 90446-25-6
• Molecular Formula: C₈H₅F₂NO
• Molecular Weight: 169.13
• Product Categories: Fluorine series
• Mol File: 90446-25-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 40-42
• Boiling Point: 245℃
• Flash Point: 102℃
• Appearance: /
• Density: 1.26
• Vapor Pressure: 0.0302mmHg at 25°C
• Refractive Index: 1.478
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• CAS DataBase Reference: 4-(DIFLUOROMETHOXY)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(DIFLUOROMETHOXY)BENZONITRILE(90446-25-6)
• EPA Substance Registry System: 4-(DIFLUOROMETHOXY)BENZONITRILE(90446-25-6)

Safety Data

• Hazard Codes: T
• RIDADR: UN 3439 6.1/PG III
• HazardClass: TOXIC
• PackingGroup: III
• Hazardous Substances Data: 90446-25-6(Hazardous Substances Data)

Usage

General Description

4-(Difluoromethoxy)benzonitrile is a chemical compound with the formula C8H5F2NO. It is a nitrile derivative of benzonitrile and contains two fluorine atoms and a methoxy group attached to the benzene ring. This chemical is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It has also been studied for its potential use in organic light-emitting diodes (OLEDs) and other technological applications. It is important to handle 4-(Difluoromethoxy)benzonitrile with caution as it may have hazardous properties and should be used in a controlled environment.

InChI:InChI=1/C8H5F2NO/c9-8(10)12-7-3-1-6(5-11)2-4-7/h1-4,8H

Upstream product

• 75-45-6 Chlorodifluoromethane 
• 767-00-0 4-cyanophenol 
• 1895-39-2 sodium chlorodifluoroacetate 
• 1514-87-0 metyhyl chlorodifluoroacetate 
• 75-46-7 trifluoromethan 
• 354-08-5 bromodifluoroacetic acid 
• 832114-08-6 N,N-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 

Downstream Products

• 1233181-65-1 C₁₃H₁₈F₂NO₄P 
• 1260433-01-9 (3-bromophenyl)(4-(difluoromethoxy)phenyl)methanimine 

Relevant articles and documents

Ortho-Dialkylamino arylboranes as efficient reagents for difluorocarbene trapping

Compounds bearing ortho-oriented dialkylamino and boryl groups can serve as efficient reagents to trap difluorocarbene leading to zwitterionic ammonium borates featuring N-CF2-B fragments. The reagents are shelf-stable and can be used as mechanistic probe

Visible-Light Photoredox Difluoromethylation of Phenols and Thiophenols with Commercially Available Difluorobromoacetic Acid

A simple and efficient visible-light photoredox one-pot method for difluoromethylation of phenols and thiophenols has been developed. The protocol uses commercially available, inexpensive, and easy handling difluorobromoacetic acid as the difluoromethylating agent, and the diverse O- and S-difluoromethylated products were prepared in good yields with tolerance of many functional groups.

Three step procedure for the preparation of aromatic and aliphatic difluoromethyl ethers from phenols and alcohols using a chlorine/fluorine exchange methodology

Difluoromethyl ethers are prepared from phenols in three steps via their respective formate ester derivatives. The formates are first converted to dichloromethyl ethers by treatment with PCl5. These ethers are then induced to undergo chlorine/fluorine exchange to form the respective difluoromethyl ethers. The chlorine/fluorine exchange is carried out by either a room temperature, solvolytic process using THF-5HF or Et3N-3HF as exchange medium, where HF is the ultimate source of fluorine, or by a direct displacement process in sulfolane at 125 C, where KF is the source of fluorine. By one or another of these processes, virtually all phenols, electron-rich and electron-poor, can be converted to their respective difluoromethyl ethers in good yields. Aliphatic alcohols are also able to be converted to their difluoromethyl ether derivatives using the Et3N-3HF exchange medium.