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4,4,4-TRIFLUORO-3-HYDROXY-1-PHENYLBUTANE-1-ONE, also known as TFHPO, is a synthetic organic compound characterized by its molecular formula C10H9F3O2. It features a distinctive structure that includes a phenyl group, trifluoromethyl group, and a hydroxy group. TFHPO's unique structural attributes and versatile reactivity contribute to its value as a building block in the synthesis of a wide array of pharmaceuticals, agrochemicals, and materials. Additionally, it serves as a reagent in organic synthesis and chemical research, making it an indispensable component in the development of various chemical compounds.

1524-15-8

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1524-15-8 Usage

Uses

Used in Pharmaceutical Industry:
TFHPO is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with improved efficacy and safety profiles. Its unique structure allows for the creation of molecules with specific therapeutic properties, enhancing the range of treatments available for various medical conditions.
Used in Agrochemical Industry:
In the agrochemical sector, TFHPO is utilized as a building block for the synthesis of new agrochemicals, including pesticides and herbicides. Its incorporation into these compounds can lead to the development of more effective and environmentally friendly products, contributing to sustainable agricultural practices.
Used in Materials Science:
TFHPO is employed in the development of advanced materials, such as polymers and coatings, due to its unique chemical properties. Its use in these applications can result in materials with enhanced performance characteristics, such as improved durability, resistance to environmental factors, and specific functional properties tailored to various industries.
Used in Organic Synthesis and Chemical Research:
TFHPO serves as a versatile reagent in organic synthesis, enabling the creation of a diverse range of chemical compounds. Its unique structure and reactivity make it a valuable tool in chemical research, facilitating the exploration of new reaction pathways and the development of innovative synthetic methods.

Check Digit Verification of cas no

The CAS Registry Mumber 1524-15-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,2 and 4 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1524-15:
(6*1)+(5*5)+(4*2)+(3*4)+(2*1)+(1*5)=58
58 % 10 = 8
So 1524-15-8 is a valid CAS Registry Number.

1524-15-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4,4-TRIFLUORO-3-HYDROXY-1-PHENYLBUTANE-1-ONE

1.2 Other means of identification

Product number -
Other names 3,3,3-trifluoro-2-hydroxypropyl phenyl ketone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1524-15-8 SDS

1524-15-8Relevant academic research and scientific papers

Rhodium-Catalyzed Enantioselective Defluorinative α-Arylation of Secondary Amides

Jang, Young Jin,Rose, Daniel,Mirabi, Bijan,Lautens, Mark

, p. 16147 - 16151 (2018)

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.

Pyrrolidine as an efficient organocatalyst for direct aldol reaction of trifluoroacetaldehyde ethyl hemiacetal with ketones

Zhang, Fanglin,Peng, Yiyuan,Liao, Saihu,Gong, Yuefa

, p. 4636 - 4641 (2007)

Pyrrolidine-catalyzed aldol reaction of trifluoroacetaldehyde ethyl hemiacetal (1) with ketones or aldehydes was described. In the presence of 20 mol % of pyrrolidine, the reaction proceeded smoothly at room temperature to afford the aldol products in goo

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

Funabiki, Kazumasa,Matsunaga, Kei,Matsui, Masaki,Shibata, Katsuyoshi

, p. 1477 - 1479 (1999)

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.

The use of trifluoroacetaldehyde ethyl hemiacetal or hydrate in a simple and practical regioselective synthesis of β-hydroxy-β-trifluoromethyl ketones from enamines and imines

Funabiki, Kazumasa,Matsunaga, Kei,Nojiri, Miwa,Hashimoto, Wataru,Yamamoto, Hitoshi,Shibata, Katsuyoshi,Matsui, Masaki

, p. 2853 - 2860 (2003)

The reaction of trifluoroacetaldehyde ethyl hemiacetal or hydrate with an equimolar amount of enamines, derived from various methyl ketones, smoothly proceeded to give the corresponding β-hydroxy-β-trifluoromethyl ketones in high yields. An equimolar amou

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

Funabiki, Kazumasa,Nojiri, Miwa,Matsui, Masaki,Shibata, Katsuyoshi

, p. 2051 - 2052 (1998)

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.

Lewis Acid-Catalyzed Rearrangement of Fluoroalkylated Propargylic Alcohols: An Alternative Approach to β-Fluoroalkyl-α,β-enones

Ramasamy, Manickavasakam,Lin, Hui-Chang,Kuo, Sheng-Chu,Hsieh, Min-Tsang

, p. 356 - 360 (2019/02/12)

A practical Lewis acid-catalyzed Meyer-Schuster rearrangement of fluoroalkylated propargylic alcohols, leading to a series of β-fluoroalkyl-α,β-enones, is developed. The methodology reported herein features moderate to high yields and high stereoselectivi

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

Chaudhary, Bharatkumar,Auti, Prashant,Shinde, Suchita Dattatray,Yakkala, Prasanna Anjaneyulu,Giri, Deepesh,Sharma, Satyasheel

supporting information, p. 2763 - 2767 (2019/04/30)

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

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

Chai, Guo-Li,Sun, A-Qiang,Zhai, Dong,Wang, Juan,Deng, Wei-Qiao,Wong, Henry N.C.,Chang, Junbiao

supporting information, p. 5040 - 5045 (2019/07/03)

(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.

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

Vitale, Paola,Perna, Filippo Maria,Agrimi, Gennaro,Scilimati, Antonio,Salomone, Antonio,Cardellicchio, Cosimo,Capriati, Vito

supporting information, p. 11438 - 11445 (2016/12/16)

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.

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

Jiang, Quanbin,Guo, Tenglong,Wu, Kaikai,Yu, Zhengkun

supporting information, p. 2913 - 2915 (2016/02/19)

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

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