35304-68-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Thiophenemethanol, a-(trifluoromethyl)is used as a building block for the synthesis of pharmaceutical compounds, contributing to the development of new drugs and therapeutic agents. Its unique properties allow for the creation of a wide range of molecules with potential medicinal applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Thiophenemethanol, a-(trifluoromethyl)serves as a key component in the synthesis of various agrochemicals, including pesticides and herbicides. Its role in these applications helps to enhance crop protection and contribute to increased agricultural productivity.
Used as a Reagent in Organic Synthesis:
2-Thiophenemethanol, a-(trifluoromethyl)is utilized as a reagent in organic synthesis processes, facilitating the formation of complex organic molecules. Its reactivity and stability make it a preferred choice for researchers and chemists in various organic synthesis applications.
Used as a Solvent in Pharmaceutical Production:
2-Thiophenemethanol, a-(trifluoromethyl)also functions as a solvent in the production of pharmaceuticals, aiding in the dissolution and processing of other compounds during the manufacturing of drugs. Its solvent properties are beneficial for improving the efficiency and effectiveness of pharmaceutical manufacturing processes.
Used in the Development of New Materials:
2-Thiophenemethanol, a-(trifluoromethyl)has potential applications in the development of new materials, such as advanced polymers and composites. Its unique chemical structure allows for the creation of innovative materials with improved properties for various industrial applications.
Used as a Precursor for the Synthesis of Biologically Active Molecules:
Furthermore, it is used as a precursor in the synthesis of biologically active molecules, which can have significant implications in the fields of medicine and biology. Its role in the development of such molecules highlights its importance in the discovery of new therapeutic agents and biological tools.

InChI:InChI=1/C6H5F3OS/c7-6(8,9)5(10)4-2-1-3-11-4/h1-3,5,10H

Upstream product

• 188290-36-0 thiophene 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 98-03-3 thiophene-2-carbaldehyde 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 3437-95-4 2-Iodothiophene 
• 807329-97-1 TurboGrignard 
• 407-38-5 2,2,2-trifluoroethyl trifluoroacetate 
• 75-46-7 trifluoromethan 
• 2314-97-8 iodotrifluoromethane 

Downstream Products

• 1566470-24-3 (Z)-2-(3,3,3-trifluoro-1-phenylprop-1-en-2-yl)thiophene 
• 1566470-25-4 (E)-2-(3,3,3-trifluoro-1-phenylprop-1-en-2-yl)thiophene 

Relevant academic research and scientific papers

Substitution of five-membered heteroarenes and uracils with trifluoroacetaldehyde ethyl hemiacetal

A number of α-(trifluoromethyl)heteroarylmethanols 2a-c are conveniently obtained in good yields by substitution of pyrole, furan, and thiophene with trifluoroacetaldehyde ethyl hemiacetal (TFAE); 2b and 2c are formed only in the presence of a catalyst such as ZnCl2. Analogous methanols 8a and 8b are also prepared by catalytic substitution of uracils with TFAE in moderate yields.

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.

The direct trifluoromethylsilylation and cyanosilylation of aldehydes: via an electrochemically induced intramolecular pathway

The initiator-free electrochemical trifluoromethylsilylation and cyanosilylation of aldehydes were developed in an undivided cell. A DFT study reveals that the direct cathodic activation of trimethylsilyl reagents significantly released the congestion around the 'Si' atom, allowing the Si-O bond affinity to form concerted anion intermediates with aldehydes. Thus, intramolecular -CF3 and -CN migration make the reactions much easier to carry out without initiators.

Visible light-promoted umpolung coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines

Tertiary alcohols bearing a trifluoromethyl group are of considerable medicinal interest. Using an umpolung strategy, we herein report the first intermolecular reductive cross-coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines with the aid of a Br?nsted acid catalyst upon visible-light irradiation. This metal-free reaction is operationally simple and performed at ambient temperature, allowing access to desired tertiary alcohols with tri-/difluoromethyl groups in moderate to excellent yields. The commercially available and easily handled Hantzsch ester effectively serves as an electron donor, as well as a hydrogen atom source.

A method of manufacturing a trifluoromethyl group-containing compound

PROBLEM TO BE SOLVED: To provide a method for producing a trifluoromethyl group-containing compound useful as a synthetic intermediate for a pharmaceutical or an agricultural chemical product.SOLUTION: There is provided a method for producing a trifluoromethyl group-containing compound represented by the following general formula (2) which is obtained by reacting a carbonyl compound having a specific structure with trifluoromethane and an organic base in an organic solvent (wherein, Rrepresents a methyl group, an ethyl group, a linear, branched or cyclic alkyl group having 3 to 10 carbon atoms, a phenyl group, a substituted phenyl group, a naphthyl group, a substituted naphthyl group, an ethenyl group, a 2-phenylethenyl group, a 9-anthryl group or a hetero ring; Rrepresents a hydrogen atom, a methyl group or a phenyl group.)

THIOPHENE- SUB STITUED TETRACYCLIC COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF VIRAL DISEASES

Disclosed are novel Thiophene-Subsituted Tetracyclic Compounds of Formula (I). And pharmaceutically acceptable salts thereof, wherein A, A', R2, R3, R4 and R5 are as defined herein. The compositions comprising at least one Thiophene-Subsituted Tetracyclic Compounds, and methods of using the Thiophene-Subsituted Tetracyclic Compounds for treating or preventing HCV infection in a patient are also disclosed.

A sterically demanding organo-superbase avoids decomposition of a naked trifluoromethyl carbanion directly generated from fluoroform

A simple strategy avoiding the decomposition of a naked trifluoromethyl anion to difluorocarbene by a sterically very demanding organo-superbase without the help of a trifluoromethyl anion reservoir such as DMF is reported. The direct non-metallic trifluoromethylation of carbonyl compounds using fluoroform in the presence of t-Bu-P4 base afforded trifluoromethyl alcohols in high yields.

Nonenzymatic kinetic resolution of racemic 2,2,2-trifluoro-1-aryl ethanol via enantioselective acylation

Kinetic resolution of a series of 2,2,2-trifluoro-1-aryl ethanol with (R)-benzotetramisole as the catalyst has been investigated. The result showed that when the aryl group in the substrate was a phenyl (or a phenyl substituted by an electron-donating group) or a naphthyl (an extended phenyl) group, the system could give an s value higher than 20. Preparative KR examples demonstrated the applicability of this method in the preparation of some of enantiomerically pure 2,2,2-trifluoro-1-aryl ethanol or 2,2,2-trifluoro-1-aryl-ethyl iso-butyrate.

Trifluoromethylation of carbonyl compounds with trifluoromethyltrimethylsilane (Ruppert reagent) promoted by triphenyldifluorostannates

Nucleophilic trifluoromethylation of aromatic aldehydes and ketones with trifluoromethyltrimethylsilane is initiated with KF/n-Bu3MeN +HSO4-/Ph3SnF cocatalytic system in CH2Cl2 or with K[Ph3SnF2] in DMF.

Nucleophilic trifluoromethylation using trifluoromethyl iodide. A new and simple alternative for the trifluoromethylation of aldehydes and ketones

(Matrix Presented) A novel method for nucleophilic trifluoromethylation of aldehydes and ketones, based on photoinduced reduction of trifluoromethyl iodide by tetrakis(dimethylamino)ethylene (TDAE), is presented.