50562-00-0

Usage

Derived from benzene

1-methyl-3-(2,2,2-trifluoroethyl)benzene is based on a benzene ring, which is a six-carbon ring with alternating single and double bonds.

Contains a methyl group

A methyl group (CH3) is attached to the benzene ring, contributing to the compound's structure.

Contains a trifluoroethyl group

A trifluoroethyl group (CF3) is also attached to the benzene ring, which consists of a carbon atom bonded to three fluorine atoms.

Commonly used as an intermediate in synthesis

1-methyl-3-(2,2,2-trifluoroethyl)benzene is often used as a starting material or intermediate in the production of various pharmaceuticals, agrochemicals, and other organic compounds.

Used as a solvent in industrial processes

1-methyl-3-(2,2,2-trifluoroethyl)benzene can act as a solvent in certain industrial applications due to its unique properties.

Versatile building block for fluorine-containing compounds

The presence of the trifluoroethyl group makes 1-methyl-3-(2,2,2-trifluoroethyl)benzene valuable in organic synthesis, as it can be used to create a wide range of compounds containing fluorine atoms.

Importance of proper handling and disposal

To prevent environmental contamination and potential health hazards, it is crucial to handle and dispose of 1-methyl-3-(2,2,2-trifluoroethyl)benzene with care and according to safety guidelines.

Upstream product

• 84774-73-2 1-(2,2-difluorovinyl)-3-methylbenzene 
• 1680206-12-5 Grushin’s reagent 
• 108-38-3 m-xylene 
• 1737-23-1 1-(3-methylphenyl)-2,2,2-trifluoroethanol 
• 587-03-1 3-methylbenzyl alcohol 

Downstream Products

• 84774-73-2 1-(2,2-difluorovinyl)-3-methylbenzene 

Relevant academic research and scientific papers

Copper-Mediated Trifluoromethylation of Benzylic Csp3?H Bonds

Trifluoromethyl-containing compounds play a significant role in medicinal chemistry, materials and fine chemistry. Although direct C?H trifluoromethylation has been achieved on Csp2?H bonds, direct conversion of Csp3?H bonds to Csp3?CF3 remains challenging. We report herein an efficient protocol for the selective trifluoromethylation of benzylic C?H bonds. This process is mediated by a combination CuIII?CF3 species and persulfate salts. A wide range of methylarenes can be selectively trifluoromethylated at the benzylic positions. A combination of experimental and theoretical mechanistic studies suggests that the reaction involves a radical intermediate and a CuIII?CF3 species as the CF3 transfer reagent.

Aqueous Benzylic C-H Trifluoromethylation for Late-Stage Functionalization

The installation of trifluoromethyl groups has become an essential step across a number of industries such as agrochemicals, drug discovery, and materials. Consequently, the rapid introduction of this critical functional group in a predictable fashion would benefit current practitioners in those fields. This communication describes a mild trifluoromethylation of benzylic C-H bonds with high selectivity for the least hindered hydrogen atom. The reaction provides monotrifluoromethylation and proceeds in an environmentally friendly acetone/water solvent system. The method can be used to install benzylic trifluoromethyl groups on highly functionalized drug molecules.

Study on the addition of hydrogen fluoride to 2',2'-difluorostyrenes

2,2,2-Trifluoroethylarenes were obtained in good yield from the addition of KF to 2',2'-difluorostyrenes in the presence of crown ether. A linear regression line obtained from correlation between log(reaction rate) and Hammett constants with slope of +4.28 suggested that this addition process is very sensitive to the substituents on the phenyl ring.

Novel Synthesis of 2,2,2-Trifluoroethyl Compounds from Homoallylic Alcohols: A Copper(I) Iodide-initiated Trifluoromethyl-Dehydroxylation Process

Benzyl, prop-2-enyl and allyl chlorodifluoroacetates 3a, bromodifluoroacetates 3b or fluorosulfonyldifluoroacetates 3c, when decomposed in the presence of 1 equivalent of copper(I) iodide at an appropriate temperature in dimethylformamide, gave the corresponding trifluoromethyl derivatives in good to excellent yields.The products can also be obtained directly by ester exchange of XCF2CO2Et (X = FSO2, Cl, Br) 6 and the corresponding alcohols in the presence of KF and CuI.A trifluoromethylation-dehydroxylation mechanism, initiated by CuI, is proposed.