1524-15-8

Basic information

• Product Name: 4,4,4-TRIFLUORO-3-HYDROXY-1-PHENYLBUTANE-1-ONE
• Synonyms: 4,4,4-TRIFLUORO-3-HYDROXY-1-PHENYLBUTANE-1-ONE;4,4,4-Trifluoro-3-hydroxy-1-phenylbutan-1-one
• CAS NO: 1524-15-8
• Molecular Formula: C₁₀H₉F₃O₂
• Molecular Weight: 218.17
• Mol File: 1524-15-8.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4,4-TRIFLUORO-3-HYDROXY-1-PHENYLBUTANE-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,4-TRIFLUORO-3-HYDROXY-1-PHENYLBUTANE-1-ONE(1524-15-8)
• EPA Substance Registry System: 4,4,4-TRIFLUORO-3-HYDROXY-1-PHENYLBUTANE-1-ONE(1524-15-8)

Safety Data

• Hazardous Substances Data: 1524-15-8(Hazardous Substances Data)

Usage

General Description

4,4,4-TRIFLUORO-3-HYDROXY-1-PHENYLBUTANE-1-ONE, also known as TFHPO, is a chemical compound with the molecular formula C10H9F3O2. It is a synthetic organic compound with a unique structure containing a phenyl group, trifluoromethyl group, and a hydroxy group. TFHPO is commonly used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and materials. It is also utilized as a reagent in organic synthesis and chemical research. TFHPO's unique structure and versatile reactivity make it a valuable component in the development of diverse chemical compounds.

Upstream product

• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 120-46-7 1,3-diphenylpropanedione 
• 106578-69-2 1-phenyl-1-(N-phenylamino)-4,4,4-trifluoro-1-buten-3-one 
• 98-86-2 acetophenone 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 14990-66-0 1-(1-phenylvinyl)piperidine 
• 7196-01-2 4-(1-phenylvinyl)morpholine 
• 188429-64-3 2,2,2-trifluoro-N,N,N',N'-tetramethylethane-1,1-diamine 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 67888-71-5 N-(1-phenylethylidene)cyclohexylamine 
• 1749-19-5 phenyl(1-phenylethylidene)amine 
• 66521-29-7 N-(1-phenylethylidene)hexan-1-amine 

Downstream Products

• 130240-26-5 1-phenyl-4,4,4-trifluoro-1,2-butanediol 
• 115398-07-7 1-Phenyl-4,4,4-trifluoro-2,3-epoxy-1-butanone 
• 117730-80-0 2-Chlor-1,1,1-trifluor-4-phenyl-4-butanon 
• 3108-34-7 (E)-4,4,4-trifluoro-1-phenyl-2-buten-1-one 
• 159598-15-9 3-phenyl-5-(trifluoromethyl)-4,5-dihydroisoxazole 
• 114192-88-0 (E)-4,4,4-trifluoro-1-phenylbut-2-en-1-one 
• 108535-37-1 syn-(1S,3R)-4,4,4-trifluoro-1-phenylbutane-1,3 diol 
• 108535-38-2 anti-(1R,3R)-4,4,4-trifluoro-1-phenylbutane-1,3 diol 
• 108535-61-1 anti-(1S,3S)-4,4,4-trifluoro-1-phenylbutane-1,3 diol 
• 108535-56-4 syn-(1R,3S)-4,4,4-trifluoro-1-phenylbutane-1,3 diol 

Relevant articles and documents

Rhodium-Catalyzed Enantioselective Defluorinative α-Arylation of Secondary Amides

We exploited the reactivity of an electronically biased Michael acceptor to perform a defluorinative α-arylation reaction using a chiral diene(L*)-rhodium catalyst. Through this methodology, we are able to obtain various secondary amides, containing a tertiary α-stereocenter and a β,γ-unsaturated gem-difluoro olefin, with excellent enantioselectivities. This methodology addresses the limitations of the previously described α-arylation methods to construct stereo-labile tertiary α-stereocenters. Further investigation of the reaction via in situ 19F NMR monitoring suggests that the formation of the product leads to the inhibition of the active rhodium catalyst.

Efficient generation of trifluoroacetaldehyde and successive reaction with imines affording β-hydroxy-β-trifluoromethyl ketones

The reaction of trifluoroacetaldehyde ethyl hemiacetal or hydrate with an equimolar amount of imine in hexane at reflux temperature for 1 h gave the corresponding β-hydroxy-β-trifluoromethyl ketones in good to excellent yields.

Enamine-assisted facile generation of trifluoroacetaldehyde from trifluoroacetaldehyde ethyl hemiacetal and its carbon-carbon bond forming reaction leading to β-hydroxy-β-trifluoromethyl ketones

Trifluoroacetaldehyde ethyl hemiacetal 1 readily reacts with various enamines 2 in hexane at room temperature for l h to give the corresponding β-hydroxy-β-trifluoromethyl ketones in good yields.

Rh(III)-Catalyzed [3 + 2] Annulation via C-H Activation: Direct Access to Trifluoromethyl-Substituted Indenamines and Aminoindanes

The rhodium(III)-catalyzed direct C-H addition and annulation of benzimidates and aldimines with β-(trifluoromethyl)-α,β-unsaturated ketones is described. This protocol provides the facile and efficient formation of various trifluoromethyl-containing inde

Asymmetric chemoenzymatic synthesis of 1,3-diols and 2,4-disubstituted aryloxetanes by using whole cell biocatalysts

Regio- and stereo-selective reduction of substituted 1,3-aryldiketones, investigated in the presence of different whole cell microorganisms, was found to afford β-hydroxyketones or 1,3-diols in very good yields (up to 95%) and enantiomeric excesses (up to 96%). The enantiomerically enriched aldols, obtained with the opposite stereo-preference by baker's yeast and Lactobacillus reuteri DSM 20016 bioreduction, could then be diastereoselectively transformed into optically active syn- or anti-1,3-diols by a careful choice of the chemical reducing agent (diastereomeric ratio up to 98 : 2). The latter, in turn, were stereospecifically cyclized into the corresponding oxetanes in 43-98% yields and in up to 94% ee, thereby giving a diverse selection of stereo-defined 2,4-disubstituted aryloxetanes.