56935-77-4

Basic information

• Product Name: 2-(2,2,2-trifluoroethoxy)benzonitrile
• Synonyms: 2-(2,2,2-trifluoroethoxy)benzonitrile;ART-CHEM-BB B037618;UKRORGSYN-BB BBV-059810;VITAS-BB TBB012270
• CAS NO: 56935-77-4
• Molecular Formula: C₉H₆F₃NO
• Molecular Weight: 201.15
• Mol File: 56935-77-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2,2,2-trifluoroethoxy)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,2,2-trifluoroethoxy)benzonitrile(56935-77-4)
• EPA Substance Registry System: 2-(2,2,2-trifluoroethoxy)benzonitrile(56935-77-4)

Safety Data

• Hazardous Substances Data: 56935-77-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 3771, 1983 DOI: 10.1021/jo00169a033

Upstream product

• 873-32-5 2-Chlorobenzonitrile 
• 75-89-8 2,2,2-trifluoroethanol 
• 420-87-1 sodium 2,2,2-trifluoroethanolate 
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• 2042-37-7 o-cyanobromobenzene 

Relevant articles and documents

Well-defined copper(I) fluoroalkoxide complexes for trifluoroethoxylation of aryl and heteroaryl bromides

Copper(I) fluoroalkoxide complexes bearing dinitrogen ligands were synthesized and the structure and reactivity of the complexes toward trifluoroethoxylation, pentafluoropropoxylation, and tetrafluoropropoxylation of aryl and heteroaryl bromides were investigated. Efficiency drive: A series of copper(I) fluoroalkoxide complexes bearing N,N ligands have been prepared and structurally characterized. These well-defined complexes serve as efficient reagents for the fluoroalkoxylation of aryl and heteroaryl bromides to produce a wide range of trifluoroethyl, pentafluoropropyl, and tetrafluoropropyl (hetero)aryl ethers in good to excellent yields.

Transition-Metal-Mediated Synthesis of Trifluoroethyl Aryl Ethers

A series of well-defined copper(I) fluoroalkoxide complexes, [(phen)2Cu][OCH2RF], have been shown to undergo trifluoroethoxylation, pentafluoropropoxylation, and tetrafluoropropoxylation with aryl and heteroaryl bromides to generate the corresponding trifluoroethyl, pentafluoropropyl, and tetrafluoropropyl (hetero)aryl ethers in good to excellent yields. The reaction tolerates a variety of functional groups and demonstrates efficient scalability and practicality.

Aromatic Fluoroalkoxylation via Direct Aromatic Nucleophilic Substitution

The reaction of activated aryl and heteroaryl halides with fluorinated alkoxide anions is described.In all cases, substitution of the halogen by a fluoroalkoxy group was observed.The effect of solvent, time, temperature, the activating group, leaving group, and the nucleophile on this reaction is also discussed.