586346-65-8

Usage

Physical state

Yellow liquid

Molecular weight

212.2 g/mol

Usage

Intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds; manufacturing of fragrances and flavors; potential applications in organic electronics

Hazardous nature

Considered hazardous, requires proper safety precautions and regulations for handling and disposal.

InChI:InChI=1/C12H13F3O/c1-11(2,3)10(16)8-4-6-9(7-5-8)12(13,14)15/h4-7H,1-3H3

Upstream product

• 109769-57-5 (+/-)-2,2-dimethyl-1-propan-1-ol 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 84379-72-6 1,3-dioxoisoindolin-2-yl 3,3-dimethylbutanoate 
• 3835-64-1 2,2-dimethyl-1-phenylpropan-1-ol 
• 6013-92-9 1-(4-methoxyphenyl)-2,2-dimethylpropan-1-ol 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 630-19-3 pivalaldehyde 
• 3282-30-2 pivaloyl chloride 
• 594-19-4 tert.-butyl lithium 
• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 

Downstream Products

• 1415419-25-8 1-{2-hydroxy-4-(trifluoromethyl)phenyl}-2,2-dimethylpropan-1-one 
• 14194-55-9 1-(2-hydroxy-4-methylphenyl)-2,2-dimethylpropan-1-one 
• 22666-67-7 1-(3,3-dimethylbut-1-en-2-yl)-4-(trifluoromethyl)benzene 
• 1263313-22-9 4-chloro-N-[2-(2,2-dimethyl-propionyl)-5-trifluoromethyl-phenyl]-benzenesulfonamide 
• 120136-24-5 3-Nitro-benzenesulfonic acid 2,2-dimethyl-1-(4-trifluoromethyl-phenyl)-propyl ester 

Relevant academic research and scientific papers

N-Heterocyclic Carbene-Catalyzed Decarboxylative Alkylation of Aldehydes

We found that N-heterocyclic carbene catalysis promoted the unprecedented decarboxylative coupling of aryl aldehydes and tertiary or secondary alkyl carboxylic acid-derived redox-active esters to produce aryl alkyl ketones. The mild and transition-metal-free reaction conditions are attractive features of this method. The power of this protocol was demonstrated by the functionalization of pharmaceutical drugs and natural product. A reaction pathway involving single electron transfer from an enolate form of Breslow intermediate to a redox ester followed by recombination of the resultant radical pair to form a carbon-carbon bond is proposed.

Oxidative kinetic resolution of racemic alkyl aryl carbinols by an electronically tuned chiral nitroxyl radical

A method for oxidative kinetic resolution of racemic alcohols catalyzed by chiral nitroxyl radical (R,R)-1 has been developed. This method is especially effective for the kinetic resolution of tert-butyl aryl carbinols (s = up to 23).

Chemoselective oxidation by electronically tuned nitroxyl radical catalysts

Electronic tuning: Nitroxyl radical 1 is shown to be an efficient catalyst for the oxidation of secondary alcohols, and promotes oxidation through an oxoammonium species which is highly reactive because of the adjacent electron-withdrawing ester groups. Chemoselective oxidation of benzylic alcohols in the presence of aliphatic alcohols is observed and is proposed to proceed by a rate-determining hydride transfer. Copyright

Practical one-pot preparation of ketones from aryl and alkyl bromides with aldehydes and DIH via Grignard reagents

Various diaryl ketones, alkyl aryl ketones, and dialkyl ketones were efficiently prepared in good yields by the reactions of the Grignard reagents derived from aryl or alkyl bromides, followed by the reactions with aromatic or aliphatic aldehydes and the subsequent treatment with 1,3-diiodo-5,5- dimethylhydantoin and K2CO3, in a one-pot method. The same treatment of aromatic bromides bearing electron-withdrawing groups, such as ester, nitrile, ketone, and nitro groups with i-PrMgCl·LiCl or PhMgCl instead of Mg, also provided the corresponding diaryl and alkyl aryl ketones in good yields. The above methods are simple and practical transition-metal-free methods for the preparation of various diaryl ketones and alkyl aryl ketones bearing electron-rich aromatic groups and electron-deficient aromatic groups, as well as dialkyl ketones.

Copper-catalyzed hydrosilylation with a bowl-shaped phosphane ligand: Preferential reduction of a bulky ketone in the presence of an aldehyde

Chemical Equation Presented Hollywood bowl: A highly active copper catalyst with a bowl-shaped phosphane (bsp) ligand was used in the hydrosilylation reaction of bulky ketones. The preferential reduction of a bulky ketone in the presence of an unprotected aldehyde is unprecedented.

Enantioselective hydrogenation and transfer hydrogenation of bulky ketones catalysed by a ruthenium complex of a chiral tridentate ligand

A study on the enantioselective hydrogenation of tertiary alkyl ketones catalysed by a novel class of tridentate-Ru complex is reported. In contrast to the extensively studied [RuCl2(diphos)(di-primary amine)] complexes, this new class of hydro

Decatungstate photocatalyzed oxidation of aryl alkanols. Electron transfer or hydrogen abstraction mechanism?

(Matrix presented) Decatungstate W10O324- photosensitized oxidation of a series of para-X-substituted 1-aryl-1-alkanols was investigated. The only oxidation product of the side-chain of the 1-aryl-1-alkanol was the aryl ketone. The product analysis and kinetic data of the title reaction support a hydrogen atom transfer mechanism in the rate-determining step.