446-63-9

Usage

Uses

Used in Organic Synthesis:
1-(3-bromophenyl)-2,2,2-trifluoroethanol is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, contributing to the formation of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(3-bromophenyl)-2,2,2-trifluoroethanol is used as an intermediate in the synthesis of a range of drugs, leveraging its structural features to facilitate the creation of medicinal compounds.
Used in Anesthetic Research:
Although not widely adopted, 1-(3-bromophenyl)-2,2,2-trifluoroethanol has been studied for its potential use as an anesthetic due to its structural resemblance to known anesthetics, indicating a possible application in medical settings.
Used in Agrochemical Production:
1-(3-bromophenyl)-2,2,2-trifluoroethanol also has potential applications in the production of agrochemicals, where its unique chemical properties may contribute to the development of effective agricultural products.
Used in Specialty Chemicals:
1-(3-broMophenyl)-2,2,2-trifluoroethanol finds use in the production of specialty chemicals, where its specific attributes can be harnessed for tailored applications in various industries.
Safety Precautions:
When handling 1-(3-bromophenyl)-2,2,2-trifluoroethanol, it is crucial to take safety precautions due to its toxicity and potential to cause skin and eye irritation, ensuring the protection of both individuals and the environment.

Upstream product

• 655-26-5 m-bromotrifluoroacetone 
• 407-38-5 2,2,2-trifluoroethyl trifluoroacetate 
• 591-18-4 1-Bromo-3-iodobenzene 
• 3132-99-8 m-bromobenzoic aldehyde 
• 81290-20-2 (trifluoromethyl)trimethylsilane 

Downstream Products

• 655-26-5 m-bromotrifluoroacetone 
• 58174-57-5 m-bromo-1,2,2-trifluorostyrene 

Relevant academic research and scientific papers

SUBSTITUTED TRICYCLIC COMPOUNDS

Disclosed are compounds of the general formula (I), its tautomeric form, its stereoisomer, its pharmaceutically acceptable salt, its polymorph, or solvate thereof, Formula (I) wherein, ring A, R1 to R5, X, Y, m, and n are as defined herein, for use as SOS1 inhibitors in the treatment of proliferative, infectious and RASopathy diseases or disorders. Also disclosed are methods of synthesizing the compound of formula I, pharmaceutical compositions containing the compound of formula I, method of treatment of proliferative, infectious and RASopathy diseases or disorder, for example, a cancer, by administering the said compound and combinations of the compound of formula I with other active ingredients.

One-Pot Successive Turbo Grignard Reactions for the Facile Synthesis of α-Aryl-α-Trifluoromethyl Alcohols

A novel straightforward one-pot methodology for two successive turbo Grignard reagent (iPrMgCl·LiCl) reactions, was developed for a facile synthesis of α-aryl-α-trifluoromethyl alcohols, motifs of value in pharmaceutical chemistry. The method displayed broad functional group tolerance, including reducible groups. Dual roles of iPrMgCl·LiCl were exploited in the tandem reaction with commercially available iodoarenes or iodoheteroarenes and 2,2,2-trifluoroethyl trifluoroacetate. The process encompasses three successive reactions in a one-pot process: the iPrMgCl·LiCl-mediated iodine/magnesium-exchange reaction of iodoarenes or iodoheteroarenes; nucleophilic addition of various generated aryl or heteroarylmagnesium reagents to 2,2,2-trifluoroethyl trifluoroacetate; and the reduction of in-situ generated aryl trifluoromethyl ketones with iPrMgCl·LiCl, to produce the corresponding α-aryl or α-heteroaryl-α-trifluoromethyl alcohols bearing various substituents, including reducible functional groups in good to excellent yields.

Palladium-Catalyzed Suzuki–Miyaura Cross-Coupling of Secondary α-(Trifluoromethyl)benzyl Tosylates

A palladium-catalyzed C(sp3)?C(sp2) Suzuki–Miyaura cross-coupling of aryl boronic acids and α-(trifluoromethyl)benzyl tosylates is reported. A readily available, air-stable palladium catalyst was employed to access a wide range of functionalized 1,1-diaryl-2,2,2-trifluoroethanes. Enantioenriched α-(trifluoromethyl)benzyl tosylates were found to undergo cross-coupling to give the corresponding enantioenriched cross-coupled products with an overall inversion in configuration. The crucial role of the CF3 group in promoting this transformation is demonstrated by comparison with non-fluorinated derivatives.

METALLOENZYME INHIBITOR COMPOUNDS

The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.

Enzymatic resolution by CALB of organofluorine compounds under conventional condition and microwave irradiation

Enzymatic kinetic resolution of organofluorine rac-alcohols by CALB yielded ( )-(R)-2,2,2-trifluoro-1- phenylethanol (2a), ()-(R)-1-(3-bromophenyl)-2,2,2- trifluoroethanol (2b), ()-(R)-1-(4-bromophenyl)- 2,2,2-trifluoroethanol (2c), ()-(S)-1-(2,4,5-trifluorophenyl)ethanol (2d), (+)-(S)-2,2,2-trifluoro-1- phenylethyl acetate (3a), (+)-(S)-1-(3-bromophenyl)-2,2,2-trifluoroethyl acetate (3b), (+)-(S)-1-(4- bromophenyl)-2,2,2-trifluoroethyl acetate (3c) and (+)-(R)-1-(2,4,5-trifluorophenyl)ethyl acetate (3d) in high enantiomeric excess (up to >99% ee). The reactions were conducted under conventional conditions (orbital shaking) and microwave irradiation in toluene and vinyl acetate as acylating agent. The CALB showed excellent selectivities and good yields in the transesterification of fluorinated aromatic compounds.

Highly efficient synthesis of aryl and heteroaryl trifluoromethyl ketones via o-iodobenzoic acid (IBX)

A two-step process for the synthesis of aryl and heteroaryl trifluoromethyl ketones from the corresponding aldehydes is described. Trifluoromethyl alcohols were prepared from aryl and heteroaryl aldehydes in excellent yields using catalytic amount of K2CO3. The trifluoromethyl alcohols were then oxidized conveniently and efficiently by o-iodoxybenzoic acid (IBX) under mild conditions to get the desired functionalized aryl and heteroaryl trifluoromethyl ketones.

The oxidation of secondary alcohols by potassium tetraoxoferrate(VI)

The kinetics of the oxidation of 2-propanol, 1,1,1-trifluoro-2-propanol, 1,1,1,3,3,3-hexafluoro-2-propanol, 1-phenyl-2,2,2-trifluoroethanol, 1-(4-methylphenyl)-2,2,2-trifluoroethanol, 1-(3-bromophenyl)-2,2,2-trifluoroethanol, and 1-(3-nitrophenyl)-2,2,2-trifluoroethanol by potassium tetraoxoferrate(VI) have been studied under basic conditions. The products are ketones, formed in almost quantitative yields, iron(III) hydroxide, and dioxygen. The reactions are characterized by substantial enthalpies of activation (40-60 kJ/mol), very unfavorable entropies of activation, large primary deuterium isotope effects, and a positive Hammett p value. Both acid and base catalysis are observed. Acid catalysis is attributed to formation of a more reactive oxidant, HFeO4-, at low pH. Base catalysis is attributed partly to the conversion of the reductants to alkoxide ions at high pH, and partly to the reaction of hydroxide ion with tetraoxoferrate(VI) to give a five-coordinated species, HOFeO43-, that reacts rapidly with nucleophiles. A reaction mechanism involving formation of an intermediate ferrate ester is proposed.

Reduction by a Model of NAD(P)H. 29. Kinetics and Isotope Effects for the Reduction of Substituted Trifluoroacetophenone

Kinetics for the reduction of substituted and unsubstituted α,α,α-trifluoroacetophenone by a model of NAD(P)H in acetonitrile in the presence and absence of a magenesium ion, a catalyst, has been studied.The catalyzed and uncatalyzed reactions show linear free-energy relationships.It is found that the magnesium ion retards the reaction of ceratain substituted trifluoroacetophenones.The kinetic isotope effect and the isotopic ratio in the product are also studied.These values vary depending on the substituent and on the presence or absence of the magnesium ion.The result indicates that there is at least one intermediate in the reaction and is discussed in relation to the stability of the intermediate as well as that of the transition states.