56935-76-3

Basic information

• Product Name: 4-(2,2,2-TRIFLUOROETHOXY)BENZONITRILE
• Synonyms: 4-(2,2,2-TRIFLUOROETHOXY)BENZONITRILE;4-(TRIFLUOROETHOXY)BENZONITRILE
• CAS NO: 56935-76-3
• Molecular Formula: C₉H₆F₃NO
• Molecular Weight: 201.15
• Product Categories: Aromatic Nitriles;pharmacetical
• Mol File: 56935-76-3.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 246.449 °C at 760 mmHg
• Flash Point: 102.849 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 0.027mmHg at 25°C
• Refractive Index: 1.462
• CAS DataBase Reference: 4-(2,2,2-TRIFLUOROETHOXY)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,2,2-TRIFLUOROETHOXY)BENZONITRILE(56935-76-3)
• EPA Substance Registry System: 4-(2,2,2-TRIFLUOROETHOXY)BENZONITRILE(56935-76-3)

Safety Data

• Hazardous Substances Data: 56935-76-3(Hazardous Substances Data)

Usage

General Description

4-(2,2,2-Trifluoroethoxy)benzonitrile is a chemical compound with the molecular formula C9H5F3NO. It is a benzene derivative with a nitrile group and a trifluoroethoxy functional group attached to the benzene ring. 4-(2,2,2-TRIFLUOROETHOXY)BENZONITRILE is used in the pharmaceutical and agrochemical industries as an intermediate in the synthesis of various compounds. It is also used as a building block in the production of liquid crystals and other specialty chemicals. Additionally, 4-(2,2,2-trifluoroethoxy)benzonitrile is a versatile building block in organic synthesis due to the reactivity of the nitrile group and its stability under a wide range of reaction conditions.

InChI:InChI=1/C9H6F3NO/c10-9(11,12)6-14-8-3-1-7(5-13)2-4-8/h1-4H,6H2

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 75-89-8 2,2,2-trifluoroethanol 
• 420-87-1 sodium 2,2,2-trifluoroethanolate 
• 1194-02-1 4-fluorobenzonitrile 
• 93624-58-9 3-chloro-4-2',2',2'-trifluoroethoxybenzonitrile 
• 619-72-7 4-nitrobenzonitrile 
• 353-83-3 1,1,1-trifluoro-2-iodoethane 
• 767-00-0 4-cyanophenol 
• 555-16-8 4-nitrobenzaldehdye 
• 6574-99-8 3,4-dichloro-benzonitrile 
• 623-00-7 4-bromobenzenecarbonitrile 
• 126747-14-6 4-cyanophenylboronic acid 
• 1197-19-9 4-cyano-N,N-dimethylaniline 
• 36801-01-1 4-cyanobenzenethiol 

Downstream Products

• 50778-60-4 4-(2',2',2'-Trifluoroethoxy)benzamide 
• 93624-58-9 3-chloro-4-2',2',2'-trifluoroethoxybenzonitrile 
• 220709-84-2 4-(2',2',2'-Trifluoroethoxy)benzoylhydrazide 
• 220709-85-3 4-(2',2',2'-Trifluoroethoxy)benzoylthiosemicarbazide 

Relevant articles and documents

Aryl Ether Syntheses via Aromatic Substitution Proceeding under Mild Conditions

In this study, mild conditions for aromatic substitutions during the syntheses of aryl ethers were developed. In the reaction conditions, the choices of solvent, base, and the sequence for the addition of the reagents proved important. A wide variety of alcohols were used directly as nucleophiles and smoothly reacted with aryl chlorides that possessed either a nitro or a cyano group at either the ortho- or para-position. Controlled experiments we performed suggested that the reaction underwent a charge-transfer process mediated by a combination of DMF and tert-BuOK.

Practical heterogeneous photoredox/nickel dual catalysis for C-N and C-O coupling reactions

Efficient C-N and C-O coupling reactions of aryl halides with amines and alcohols have been developed by using the strategy of heterogeneous visible light photoredox and nickel dual catalysis. Obviously, the joint use of inexpensive and bench-stable CdS and nickel salts, together with mild reaction conditions, makes these two transformations attractive for the synthetic community. This heterogeneous dual catalysis system also proved to be successful in the ligand-free catalytic hydroxylation of aryl bromide with water as a nucleophile. The practicality of this protocol is further emphasized by the scaled-up reaction and the reusability of heterogeneous photocatalysts.

Palladium-Catalyzed 2,2,2-Trifluoroethoxylation of Aromatic and Heteroaromatic Chlorides Utilizing Borate Salt and the Synthesis of a Trifluoro Analogue of Sildenafil

A simple and convenient method was developed for the introduction of a 2,2,2-trifluoroethoxy group to various aromatic and heteroaromatic systems. The novel process utilizes aromatic chlorides as substrates, and tetrakis(2,2,2-trifluoroethoxy) borate salt as an inexpensive and readily available fluoroalkoxy source in a palladium-catalyzed cross-coupling reaction. The power of the developed methodology was demonstrated in the synthesis of a fluorous derivative of Sildenafil.