75833-26-0

Usage

Uses

Used in Chemical Research:
Ethanone, 1-(3,4-dimethylphenyl)-2,2,2-trifluoro(9CI) is employed as a reagent in chemical research, facilitating various experimental procedures and contributing to the advancement of scientific knowledge in the field.
Used in Organic Synthesis:
As an intermediate in organic synthesis, Ethanone, 1-(3,4-dimethylphenyl)-2,2,2-trifluoro- (9CI) plays a crucial role in the production of a range of chemical products, including pharmaceuticals and agrochemicals, by participating in multiple chemical reactions.
Used in Pharmaceutical Production:
Ethanone, 1-(3,4-dimethylphenyl)-2,2,2-trifluoro(9CI) is used in the manufacturing process of pharmaceuticals, where it contributes to the development of new drugs and medicines that address various health conditions.
Used in Agrochemical Production:
Ethanone, 1-(3,4-dimethylphenyl)-2,2,2-trifluoro(9CI) is also utilized in the production of agrochemicals, which are essential for enhancing crop protection and agricultural productivity.
Used in Specialty Chemicals:
Ethanone, 1-(3,4-dimethylphenyl)-2,2,2-trifluoro(9CI) is incorporated into the production of specialty chemicals, which are tailored for specific industries and applications, such as coatings, adhesives, and sealants.
Used in Flavor and Fragrance Industry:
Due to its strong, fruity odor, Ethanone, 1-(3,4-dimethylphenyl)-2,2,2-trifluoro- (9CI) is used as a flavor and fragrance ingredient in consumer products, including perfumes and personal care items, enhancing the sensory experience of these products.
Safety Measures:
Given its flammability and potential health hazards, it is imperative to implement appropriate safety measures when handling and storing Ethanone, 1-(3,4-dimethylphenyl)-2,2,2-trifluoro(9CI) to ensure the well-being of individuals and the environment.

InChI:InChI=1/C10H9F3O/c1-6-3-4-8(5-7(6)2)9(14)10(11,12)13/h3-5H,1-2H3

Upstream product

• 95-47-6 o-xylene 
• 407-25-0 trifluoroacetic anhydride 
• 583-71-1 4-bromo-o-xylene 
• 89980-68-7 3,4-dimethylphenylmagnesium bromide 
• 220675-92-3 1-(3,4-Dimethyl-phenyl)-2,2,2-trifluoro-ethanol 
• 5973-71-7 3,4-dimethylbenzaldehyde 
• 75-63-8 Bromotrifluoromethane 
• 2283-11-6 hexaethylphosphoric triamide 
• 21900-23-2 3,4-dimethylbenzoyl chloride 
• 96254-05-6 2-(trifluoroacetyloxy)pyridine 

Downstream Products

• 120039-69-2 Toluene-4-sulfonic acid 1-(3,4-dimethyl-phenyl)-2,2,2-trifluoro-ethyl ester 
• 122242-88-0 Toluene-4-sulfonic acid 1-(3,4-dimethyl-phenyl)-2,2,2-trifluoro-1-methyl-ethyl ester 
• 96661-24-4 4-(1-Bromo-2,2,2-trifluoro-1-methyl-ethyl)-1,2-dimethyl-benzene 
• 220675-92-3 1-(3,4-Dimethyl-phenyl)-2,2,2-trifluoro-ethanol 
• 96661-21-1 2-(3,4-Dimethyl-phenyl)-1,1,1-trifluoro-propan-2-ol 

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.

Diels-Alder reactions of β-trifluoroacetylvinylsulfones

Diels-Alder reactions of β-trifluoroacetylvinylsulfones with 1,3-dienes in CH2Cl2 afforded corresponding mono- and polycycloadducts. A possibility of stereo- and regioselective cycloaddition was investigated. Elimination of sulfonyl group from cycloadducts leads to α,β-unsaturated trifluoromethylketones in good yields.

A simple method for the preparation of aryl trifluoromethyl ketones

4-Dimethylamino-1-trifluoroacetylpyridinium trifluoroacetate (2) is an effective, easy to handle and stable trifluoroacetylation agent. Aryl trifluormethyl ketones 4 are obtained in good yields by reaction of 2 with aromatic compounds 3 in the presence of aluminum chloride.

A Convenient Trifluoroacetylation of Arenes with 2-(Trifluoroacetoxy)pyridine

2-(Trifluoroacetoxy)pyridine (TFAP) is useful for trifluoroacetylating arenes under Friedel-Crafts conditions.Benzene, alkylbenzenes, naphthalene, and dibenzofuran have reacted with TFAP in the presence of aluminum chloride in dichloromethane to give the corresponding trifluoromethyl aryl ketones in good isolated yields.

Process for the preparation of aryl perfluoroalkyl ketones

A process for the preparation of arylperfluoroalkyl ketones of the general formula I STR1 wherein R1 and R5 represent at least one of the substituents hydrogen, halogen, alkyl, alkoxy, alkylthio and perfluorinated alkyl, each having

Extent of Charge Transfer in the Photoreduction of Phenyl Ketones by Alkylbenzenes

Rate constants for triplet-state reaction of various ring-substituted benzophenones (BPs), acetophenones (APs), and α,α,α-trifluoroacetophenones (TFAs) with toluene and p-xylene have been determined by a combination of flash kinetics, steady-state quenching, and quantum yield measurements.The relative amounts of primary and tertiary radicals formed by reaction of the same ketons with p-cymene have also been measured.For all three types of ketones, rate constants correlate well with triplet ketone reduction potentials.The magnitude of the kinetic isotope effects observed with toluene-d8 and p-xylene-d10 diminishes as the ketones become easier to reduce.All of the ketone triplets react with alkylbenzenes primarily by a charge-transfer mechanism, with the rate-determining step changing from complexation to hydrogen transfer as the ketones become harder to reduce.The least reactive AP triplets probably react significantly via simple hydrogen atom abstraction as well.Those ketones with n,?* lowest triplets (all BPs and some APs) react with p-cymene to give primary/tertiary radical ratios that vary no more than a factor of 2 from the 0.40 value displayed by tert-butoxy radicals; those with ?,?* lowest triplets (TFAs and some APs) give ratios that favor primary radicals and that vary by an order of magnitude with the triplet ketone reduction potential.The variation in cymene product ratios reflect different orientations for attack on cymene by n,?* and ?,?* triplets and differing degrees of partial electron transfer within the exciplexes, which are not tight radical ion pairs.The variation seen for ?,?* triplets represents a stereoelectronic effect within face-to-face exciples, as evidenced by the excerptional behavior of p-diacylbenzenes, which give the highest ratio of tertiary radicals from cymene.There is no set intrinsic ratio of reactivity for ?,?* triplets vs. n,?* triplets in these CT reactions.The two types of triplets show similar reactivity for the more easily reduced triplets, with the harder to reduce ?,?* triplets being only one-tenth as reactive as n,?* triplets of comparable triplet reduction potential.When the extent of electron transfer in the exciplex is small, hydogen transfer is rate determining and ?,?* reactivity drops.A study of two radical reactions which generate benzyl and α-hydroxy-α-methylbenzyl radicals indicates that radical disproportionation cannot explain the low quantum yields (0.10) of most ketone-toluene photoreductions, which apparently involve substantial radiation less decay by the exciplex intermediates.

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.