220675-92-3

Usage

Type of Compound

Organic compound

Structural Features

Trifluoromethyl group (CF3)
Phenyl group (C6H5)
Central carbon atom

Applications

Reagent in organic synthesis
Production of pharmaceuticals and agrochemicals
Solvent
Intermediate in manufacturing of industrial products

Solubility

Low in water

Hazards

Potential risks to human health and the environment

Safety Precautions

Handle with care and in compliance with safety guidelines and regulations

Upstream product

• 5973-71-7 3,4-dimethylbenzaldehyde 
• 583-71-1 4-bromo-o-xylene 
• 75833-26-0 3,4-dimethyl-α,α,α-trifluoroacetophenone 

Downstream Products

• 75833-26-0 3,4-dimethyl-α,α,α-trifluoroacetophenone 
• 120039-69-2 Toluene-4-sulfonic acid 1-(3,4-dimethyl-phenyl)-2,2,2-trifluoro-ethyl ester 

Relevant academic research and scientific papers

Asymmetric Construction of Pyrrolidines Bearing a Trifluoromethylated Quaternary Stereogenic Center via CuI-Catalyzed 1,3-Dipolar Cycloaddition of Azomethine Ylides with β-CF3-β,β-Disubstituted Nitroalkenes

A direct and convenient method has been developed for the synthesis of optically active pyrrolidines bearing a quaternary stereogenic center containing a CF3 group at the C-3 position of the pyrrolidine ring. The synthesis system, CuI/Si-FOXAP-catalyzed exo-selective 1,3-dipolar cycloaddition of azomethine ylides with β-CF3-β,β-disubstituted nitroalkenes, provides pyrrolidines with high diastereoselectivities (up to >98:2 d.r.) and excellent enantioselectivities (up to >99.9 ee) and performs well for a broad scope of substrates under mild conditions.

The reduction of aryl trifluoromethyl ketones by sodium borohydride. The hydride transfer process

The rates of reduction of 17 aryl trifluoromethyl ketones by sodium borohydride in 2-propanol have been measured.The rho (ρ) value is 3.12, excluding the 4-amino and 4-dimethylamino groups, which both lower the rate to a greater extent than their ? values predict.The close correspondence between substituent effects for hydride addition in the methyl and trifluoromethyl series (excluding the amino groups) suggests that normal substituent effects are to be expected for oxidation processes involving hydride removal in trifluoromethyl compounds.The present results are consistent with the oxidation of aryl trifluoromethyl carbi ols by permanganate taking place by hydrogen atom abstraction.The effect of substituents on the rate of reduction of the trifluoromethyl ketones is almost identical to that on the equilibrium constant for formation of the ketone hydrates.The application of the reactivity-selectivity principle to the reduction reaction is also considered.Reduction of the 4-ethyl compound has ΔH = 2.7 kcal mol-1 and ΔS = -38 cal deg-1 mol-1.