379-18-0

Usage

Uses

Used in Pharmaceutical and Chemical Research:
ALPHA-(TRIFLUOROMETHYL)BENZHYDROL is used as a building block for the synthesis of various organic compounds, playing a crucial role in the development of new pharmaceuticals and chemical products. Its unique properties make it a valuable component in the creation of innovative molecules with potential therapeutic or industrial applications.
Used in Agrochemical Development:
In the agrochemical industry, ALPHA-(TRIFLUOROMETHYL)BENZHYDROL is utilized for the development of new products. Its incorporation into the design and synthesis of agrochemicals can lead to the creation of more effective and targeted pest control solutions, contributing to enhanced crop protection and yield.
Used in Industrial Product Development:
Beyond pharmaceuticals and agrochemicals, ALPHA-(TRIFLUOROMETHYL)BENZHYDROL also finds application in the broader field of industrial product development. Its unique characteristics can be harnessed to improve the performance of various materials and products, potentially leading to advancements in different sectors of industry.

InChI:InChI=1/C14H11F3O/c15-14(16,17)13(18,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,18H

Upstream product

• 383-63-1 ethyl trifluoroacetate, 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 591-51-5 phenyllithium 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 108-86-1 bromobenzene 
• 119-61-9 benzophenone 
• 75-46-7 trifluoromethan 
• 75-63-8 Bromotrifluoromethane 
• 96236-02-1 (trifluoromethyl)diphenylmethyl bromide 
• 118143-24-1 2,2,2-trifluoro-1,1-diphenyl-1-(trimethylsilyloxy)ethane 
• 1586-73-8 tris(trimethylsilyl)amine 
• 345959-36-6 1-(4-benzylpiperazin-1-yl)-2, 2, 2-trifluoroethanol 
• 2314-97-8 iodotrifluoromethane 
• 445476-82-4 N,N-dimethyl-(1-phenyl-2,2,2-trifluoroethoxytrimethylsilyl)-amine 

Downstream Products

• 384-94-1 1,1'-(2,2,2-trifluoro-1,1-ethanediyl)dibenzene 
• 7723-95-7 2,2,2-trifluoro-1,1-bis-(4-nitro-phenyl)-ethanol 
• 630-71-7 4,4'-dichloro-α-phenyl-α-(trifluoromethyl)benzenemethanol 
• 427-57-6 dimethyl-[2-(2,2,2-trifluoro-1,1-diphenyl-ethoxy)-ethyl]-amine 
• 427-62-3 diethyl-[3-(2,2,2-trifluoro-1,1-diphenyl-ethoxy)-propyl]-amine 
• 427-60-1 dibutyl-[2-(2,2,2-trifluoro-1,1-diphenyl-ethoxy)-ethyl]-amine 
• 96235-96-0 2,2,2-Trifluoro-1,1-diphenylethanol-4-methylbenzenesulfonate 
• 89196-84-9 α-(trifluoromethyl)diphenylmethyl cation 
• 96236-02-1 (trifluoromethyl)diphenylmethyl bromide 
• 1995-76-2 N-(2,2,2-trifluoro-1,1-diphenylethyl)acetamide 
• 112881-91-1 2,2,2-Trifluoro-1,1-diphenylethanethiol 
• 863911-76-6 {2-hydroxymethyl-3-[2-(2,2,2-trifluoro-1,1-diphenylethylsulfanyl)ethyl]benzofuran-7-yloxy}acetic acid methyl ester 
• 863911-72-2 {2-(tetrahydropyran-2-yloxymethyl)-3-[2-(2,2,2-trifluoro-1,1-diphenylethylsulfanyl)ethyl]benzofuran-7-yloxy}acetic acid methyl ester 
• 112882-09-4 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid 2-benzyloxy-ethyl ester 

Relevant academic research and scientific papers

Chiral trifluoromethylphosphines: A new stereoselective synthesis of Josiphos-type ligands containing two stereogenic phosphorus atoms

Intramolecular nucleophilic substitution of a trifluoromethyl group to form a 1,2-diphosphole derivative followed by the sequential addition of an alkylating agent and a carbanion are the key steps in the stereoselective synthesis of novel ferrocenyl diph

NOVEL METHOD FOR PRODUCING PERFLUOROALKYLATING AGENTS USING MONOHYDROPERFLUOROALKANE AS STARTING MATERIAL, AND METHOD FOR PRODUCING AROMATIC PERFLUOROALKYL COMPOUND USING THE SAME

PROBLEM TO BE SOLVED: To provide a simple method for producing trifluoromethyltriol borate potassium from trifluoromethane. SOLUTION: There is provided a method for producing a compound represented by the formula [7], comprising: reacting a monohydroperfluoroalkane with a base and trialkyl borate in an organic solvent; and then reacting the reaction solution with triol. [In the formula, RF is an alkyl group such as a linear chain of C1-2, and a perfluoroalkyl group in which all H on C is substituted with F; R6 is H or a C1-2 linear alkyl group, or the like; M may be a metal or the like belonging to Group I, Group II, Group III, Group IV, Group V, Group VI, Group VII, Group VIII, Group IX, Group X, Group XI, Group XII, and Group XIII in the periodic table of elements, and they may be a single substance or a mixture of a plurality of substances and y corresponds to the oxidation number of the substance represented by M.] SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

NOVEL METHOD FOR PRODUCING PERFLUOROALKYLATING AGENTS USING MONOHYDROPERFLUOROALKANE AS STARTING MATERIAL, AND METHOD FOR PRODUCING AROMATIC PERFLUOROALKYL COMPOUND USING THE SAME

PROBLEM TO BE SOLVED: To provide a method for producing an aromatic perfluoroalkyl compound using silylated trifluoromethyl carbinol. SOLUTION: There is provided a method for producing an aromatic perfluoroalkyl compound represented by the general formula [10], in which a compound represented by the formula [9] and a compound represented by the formula [1] are reacted in an organic solvent in the presence of a copper catalyst, a nitrogen ligand and a metal fluoride. R7-X...[9], RF-R7...[10] [In the formula, R7 is an aryl group or the like which may have a substituent; X is F, Cl, Br or I; RF is an alkyl group such as a linear chain of C1-2, and a perfluoroalkyl group in which all H on C is substituted with F; R1 and R2 are each independently H or a C1-2 linear alkyl group, or the like; R1 and R2 may be integrated to form a ring; and R3, R4 and R5 are each independently H or a C1-2 linear alkyl group, or the like.] SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

NOVEL METHOD FOR PRODUCING PERFLUOROALKYLATING AGENTS USING MONOHYDROPERFLUOROALKANE AS STARTING MATERIAL, AND METHOD FOR PRODUCING AROMATIC PERFLUOROALKYL COMPOUNDS USING THE SAME

To provide a simple method for producing silylated trifluoromethylcarbinol from trifluoromethane.SOLUTION: There is provided a method for producing a compound represented by the formula [1], in which the compound is obtained by reacting a monohydroperfluoroalkane, a carbonyl compound, and NaH in an organic solvent and then reacting the reaction solution with a silylating agent. [In the formula, RF is an alkyl group such as a linear chain of C1 to 2, and a perfluoroalkyl group in which all H on C is substituted with F; R1 and R2 are independently alkyl groups such as a linear chain of H or C1 to 2, or the like respectively; R1 and R2 may be integrated to form a ring; and R3, R4 and R5 are independently H or C1 to 2 linear alkyl groups, or the like respectively.]SELECTED DRAWING: None

Formation of a hydride containing amido-zincate using pinacolborane

Amido-zincates containing hydrides are underexplored yet potentially useful complexes. Attempts to access this type of zincate through combining amido-organo zincates and pinacolborane (HBPin)viaZn-C/H-BPin exchange led instead to preferential formation of amide-BPin and/or [amide-BPin(Y)]?(Y = Ph, amide, H), when the amide is hexamethyldisilazide or 2,2,6,6-tetramethylpiperidide and the hydrocarbyl group was phenyl or ethyl. In contrast, the use of a dipyridylamide (dpa) based arylzinc complex led to Zn-C/H-BPin metathesis being the major outcome. Independent synthesis and full characterisation of two LnLi[(dpa)ZnPh2] (L = THF,n= 3; L = PMDETA,n= 1) complexes,1and3, respectively, enabled reactivity studies that demonstrated that these species display zincate type reactivity (by comparison to the lower reactivity of the neutral complex (Me-dpa)ZnPh2,4, Me-dpa = 2,2′-dipyridyl-N-methylamine). This included1performing the rapid deprotonation of 4-ethynyltoluene and also phenyl transfer to α,α,α-trifluoroacetophenone in contrast to neutral complex4. Complex1reacted with one equivalent of HBPin to give predominantly PhBPin (ca.90%) and a lithium amidophenylzincate containing a hydride unit, complex7-A, as the major zinc containing product. Complex7-Atransfers hydride to an electrophile preferentially over phenyl, indicating it reacts as a hydridozincate. Attempts to react1with >1 equivalent of HBPin or with catecholborane led to more complex outcomes, which included significant borane and dpaZn substituent scrambling, two examples of which were crystallographically characterised. While this work provides proof of principle for Zn-C/H-BPin exchange as a route to form an amido-zincate containing a hydride, amido-organozincates that undergo more selective Zn-C/H-BPin exchange still are required.

Gas/Liquid-Phase Micro-Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N-Sulfinylimines

A micro-flow nucleophilic trifluoromethylation of carbonyl compounds using gaseous fluoroform was developed. This method also allows the first micro-flow transformation of N-sulfinylimines into trifluoromethyl amines with excellent diastereoselectivity. To demonstrate the synthetic utility of this micro-flow synthesis, the formal micro-flow synthesis of Efavirenz is described.

PREPARATION PROCESS OF PERFLUOROALKYL COMPOUND WITH MONOHYDROPERFLUOROALKANE AS STARTING MATERIAL

A simple production process is provided of a perfluoroalkyl compound that uses monohydroperfluoroalkane as a starting material, the perfluoroalkyl compound being an important intermediate of organic electronic materials, medicine, agricultural chemicals,

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

NEW MANUFACTURING METHOD OF PERFLUORO ALKYLATING AGENT WHICH USED MONOHYDROPERFLUOROALKANE AS STARTING MATERIAL, AND METHOD FOR MANUFACTURING AROMATIC PERFLUORO ALKYL COMPOUND USING THE SAME

PROBLEM TO BE SOLVED: To provide a method for manufacturing silanized trifluoromethyl carbinol, potassium trifluoromethyl triol borate and an aromatic trifluoromethyl compound from trifluoromethane. SOLUTION: There are provided a method for manufacturing silanized trifluoromethyl carbinol in which trifluoromethyl carbinol obtained by reacting trifluoromethane with a carbonyl compound in the presence of a base is reacted with silanizing agent; or a method for manufacturing potassium trifluoromethyl triol borate in which potassium trifluoromethyl trimethoxy borate obtained by reacting trifluoromethane with trimethoxy borane in the presence of a base is reacted with a triol; and a method for manufacturing an aromatic trifluoromethyl compound obtained by making an aromatic iodide act on silanized trifluoromethyl carbinol or potassium trifluoromethyl triol borate in the presence of catalytic amount of copper (I) iodide and 9,10-phenanthroline. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Introducing Glycerol as a Sustainable Solvent to Organolithium Chemistry: Ultrafast Chemoselective Addition of Aryllithium Reagents to Nitriles under Air and at Ambient Temperature

Edging closer towards developing air and moisture compatible polar organometallic chemistry, the chemoselective and ultrafast addition of a range of aryllithium reagents to nitriles has been accomplished by using glycerol as a solvent, at ambient temperature in the presence of air, establishing a novel sustainable access to aromatic ketones. Addition reactions occur heterogeneously (“on glycerol conditions”), where the lack of solubility of the nitriles in glycerol and the ability of the latter to form strong intermolecular hydrogen bonds seem key to favouring nucleophilic addition over competitive hydrolysis. Remarkably, PhLi exhibits a greater resistance to hydrolysis working “on glycerol” conditions than “on water”. Introducing glycerol as a new solvent in organolithium chemistry unlocks a myriad of opportunities for developing more sustainable, air and moisture tolerant main-group-metal-mediated organic synthesis.