75822-13-8

Usage

Uses

Used in Organic Synthesis:
1-(4-(diMethylaMino)phenyl)-2,2,2-trifluoroethanol is used as a reagent in organic synthesis for the preparation of various pharmaceuticals. Its unique structure allows it to be a versatile building block in the creation of complex organic molecules.
Used as a Chiral Auxiliary:
In the field of asymmetric synthesis, 1-(4-(diMethylaMino)phenyl)-2,2,2-trifluoroethanol is used as a chiral auxiliary. This application is crucial for the production of enantiomerically pure compounds, which are essential in pharmaceuticals to ensure the desired biological activity and minimize side effects.
Used as a Precursor for Fluorinated Compounds:
1-(4-(diMethylaMino)phenyl)-2,2,2-trifluoroethanol serves as a precursor for the synthesis of novel fluorinated compounds. Fluorination is an important aspect of medicinal chemistry, as the introduction of fluorine atoms can significantly alter the properties and activities of drug molecules.
Used as a Solvent:
Due to its unique properties, 1-(4-(diMethylaMino)phenyl)-2,2,2-trifluoroethanol is used as a solvent in various chemical reactions. Its ability to dissolve a wide range of substances and its compatibility with different reaction conditions make it a valuable asset in the laboratory.
Used as a Protein and Peptide Stabilizer:
1-(4-(diMethylaMino)phenyl)-2,2,2-trifluoroethanol also has potential applications in the stabilization of proteins and peptides. Its unique interactions with these biomolecules can help maintain their structure and function, which is particularly important in the development of protein-based drugs and therapies.
Used in Materials Science:
1-(4-(diMethylaMino)phenyl)-2,2,2-trifluoroethanol has potential applications in the field of materials science. Its unique properties can be harnessed to develop new materials with specific characteristics, such as improved stability, reactivity, or selectivity.
Used in Medicinal Chemistry:
1-(4-(diMethylaMino)phenyl)-2,2,2-trifluoroethanol's potential applications in medicinal chemistry are vast, as it can be used in the design and synthesis of new drugs. Its unique structure and properties make it a promising candidate for the development of innovative therapeutic agents.

Upstream product

• 2396-05-6 1-(4-(dimethylamino)phenyl)-2,2,2-trifluoroethanone 
• 75-63-8 Bromotrifluoromethane 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 75-46-7 trifluoromethan 
• 1400691-55-5 C₉H₁₆N₂*C₃H₂F₆O₂ 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 121-69-7 N,N-dimethyl-aniline 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 122425-25-6 1-(4-(Dimethylamino)phenyl)-2,2,2-trifluoroethyl 3,5-dinitrobenzoate 
• 124-40-3 dimethyl amine 

Relevant academic research and scientific papers

Asymmetric Hydrogenation of Aryl Perfluoroalkyl Ketones Catalyzed by Rhodium(III) Monohydride Complexes Bearing Josiphos Ligands

The asymmetric hydrogenation of 2,2,2-trifluoroacetophenones and aryl perfluoroalkyl ketones was developed using a unique, well-defined chloride-bridged dinuclear rhodium(III) complex bearing Josiphos-type diphosphine ligands. These complexes were prepared from [RhCl(cod)]2, Josiphos ligands, and hydrochloric acid. As catalyst precursors, they allow for the efficient and enantioselective synthesis (up to 99 % ee) of chiral secondary alcohols with perfluoroalkyl groups. This system does not require an activating base for the hydrogenation of 2,2,2-trifluoroacetophenones. Additionally, the enantioselective C=O hydrogenations of 2-phenyl-3-(haloacetyl)-indoles, a class of privileged structures in medicinal chemistry, is reported for the first time.

METHOD FOR PRODUCING TRIFLUOROMETHYL GROUP-CONTAINING ALCOHOLS

PROBLEM TO BE SOLVED: To provide a method for producing trifluoromethyl group-containing alcohols useful as synthetic intermediates for medicines and agrochemicals. SOLUTION: This invention relates to a method for producing trifluoromethyl group-containing alcohols expressed by a formula (2), comprising: making carbonyl compounds expressed by a formula (1) react with trifluoromethane in an organic solvent in the presence of polyvalent ethers and potassium tert-butoxide, or kalium hexamethyldisilazide. (R1 and R2 are each independently a phenyl group etc.; R2 may combine with R1, to form a ring, and both R1 and R2 are not hydrogen atoms). SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Trifluoromethylation of ketones and aldehydes with Bu3SnCF 3

The (trifluoromethyl)stannane reagent, Bu3SnCF3, was found to react under CsF activation with ketones and aldehydes to the corresponding trifluoromethylated stannane ether intermediates at room temperature in high yield. Only a mildly acidic extraction (aqueous NH 4Cl) is required to release the corresponding trifluoromethyl alcohol products. The protocol is compatible with acid-sensitive functional groups.

Amidinate salt of hexafluoroacetone hydrate for the preparation of fluorinated compounds by the release of trifluoroacetate

A powerful, new reagent, an amidinate salt of hexafluoroacetone hydrate, is an air-stable salt that can be used for the preparation of fluorinated organic molecules. Nucleophilic trifluoromethylation reactions are demonstrated following the base-promoted release of trifluoroacetate. This reagent is soluble in many polar organic solvents and produces fluoroform, following the release of trifluoroacetate. Reactions with this reagent and common electrophiles provide excellent yields of trifluoromethylated products.

Nucleophilic trifluoromethylation of carbonyl compounds: Trifluoroacetaldehyde hydrate as a trifluoromethyl source

A feasible nucleophilic trifluoromethylating protocol has been developed using trifluoroacetaldehyde hydrate as an atom-economical trifluoromethyl source. The reaction was found to be applicable to the nucleophilic trifluoromethylation of a broad spectrum of carbonyl compounds with satisfactory yields in general. DFT calculations have been performed to provide mechanistic insight into the present and related reactions employing 2,2,2-trifluoro-1- methoxyethanol and hexafluoroacetone hydrate.

COMPOSITIONS AND PROCESSES OF PREPARING AND USING THE SAME

The present invention relates to compositions, for example, the DBU/Hexafluoroacetone hydrate salt, and processes of preparing and using the same for the modification of chemical compounds via the release of trifluoroacetate. The DBU/Hexafluoroacetone hydrate salt can perform trifluoromethylation reactions on chemical compounds, such as carbonyl group-containing compounds.

Nucleophilic trifluoromethylation and difluorination of substituted aromatic aldehydes with Ruppert's and Deoxofluor? reagents

Efficient, high yield syntheses of 2,2,2-trifluoro-1-(N,N-dialkylaminophenyl)-ethanols (3a, b) and 2,2,2-trifluoro-1-(hydroxyaryl)ethanols (6c-g) by reacting Ruppert's reagent, (trifluoromethyl)trimethylsilane (TMSCF3), with appropriate substra

Regioselective substitution of phenols with trifluoroacetaldehyde ethyl hemiacetal

2,2,2-Trifluoroethanols are of great interest because of their unique physical, chemical, and biological properties. Trifluoroacetaldehyde is a very efficient reagent for obtaining 2,2,2-trifluoroethanols. Because it is unavailable commercially, its hemia

Fluoroform: An efficient precursor for the trifluoromethylation of aldehydes

Fluoroform is shown to be an efficient trifluoromethylating agent when deprotonated using standard reagents in DMF. The important role of DMF as a solvent but also as a reactant was demonstrated.

Facile substitution of N,N-dimethylanilines and phenols with trifluoroacetaldehyde ethyl hemiacetal

2,2,2-Trifluoro-1-(N,N-dimethylaminophenyl)ethanols were easily formed in excellent yields by electrophilic substitution between N,N- dimethylanilines 1a, b and trifluoroacetaldehyde ethyl hemiacetal (TFAE). The corresponding substitution of phenols 2a-e