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 
• 98-86-2 acetophenone 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 58518-08-4 1,1,1-trifluoro-4-phenylbut-3-yn-2-one 
• 89524-12-9 1-phenyl-3-hydroxy-4,4,4-trifluoro-1-butyne 
• 114192-88-0 (E)-4,4,4-trifluoro-1-phenylbut-2-en-1-one 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 614-20-0 3-oxo-3-phenylpropionic acid 
• 1228150-92-2 (E)-1,1,1-trifluoro-4-diethylamino-4-phenyl-but-3-en-2-ol 
• 1228150-91-1 (E)-1,1,1-trifluoro-4-morpholino-4-phenyl-but-3-en-2-ol 
• 1172603-96-1 C₆H₁₀F₃NO₃ 
• 591-51-5 phenyllithium 
• 4111-54-0 lithium diisopropyl amide 

Downstream Products

• 3108-34-7 (E)-4,4,4-trifluoro-1-phenyl-2-buten-1-one 
• 159598-15-9 3-phenyl-5-(trifluoromethyl)-4,5-dihydroisoxazole 
• 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 
• 114192-88-0 (E)-4,4,4-trifluoro-1-phenylbut-2-en-1-one 
• 117730-80-0 2-Chlor-1,1,1-trifluor-4-phenyl-4-butanon 
• 115398-07-7 1-Phenyl-4,4,4-trifluoro-2,3-epoxy-1-butanone 

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.

Chiral Hydroxytetraphenylene-Catalyzed Asymmetric Conjugate Addition of Boronic Acids to Enones

(S)-2,15-Br2-DHTP-catalyzed asymmetric conjugate addition of boronic acids to β-trifluoromethyl α,β-unsaturated ketones and enones was studied. The reaction afforded the corresponding Michael addition products in moderate to high yields with excellent enantioselectivities (up to 99:1 er). This catalytic system features mild reaction conditions, high efficiency, and tolerance to heteroarylboronic acids.

Rhodium(III)-catalyzed sp2 C-H bond addition to CF3-substituted unsaturated ketones

Rhodium(iii)-catalyzed conjugate addition of aromatic and olefinic C-H bonds to CF3-substituted unsaturated ketones was efficiently achieved. Both arene and olefin substrates bearing a chelate assisted-directing group were coupled with a variet