10116-95-7

Usage

Uses

Used in Pharmaceutical Industry:
2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE is used as a chemical intermediate for the synthesis of various pharmaceuticals, leveraging its stability and unique properties to enhance the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE serves as a key intermediate in the production of agrochemicals, contributing to the creation of effective and stable pesticides and other agricultural chemicals.
Used in Material Science:
2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE is utilized as a building block in material science for the development of new materials with specific properties, such as high thermal stability and resistance to degradation.
Used as a Solvent in Organic Synthesis:
2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE is employed as a solvent in organic synthesis, taking advantage of its unique properties to facilitate various chemical reactions and improve the yield of desired products.
Used as a Reagent in the Preparation of Functionalized Compounds:
2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE is used as a reagent in the preparation of various functionalized compounds, enabling the synthesis of complex molecules with specific applications in different industries.

InChI:InChI=1/C10H7F5O/c1-6-2-4-7(5-3-6)8(16)9(11,12)10(13,14)15/h2-5H,1H3

Upstream product

• 422-59-3 2,2,3,3,3-pentafluoropropionyl chloride 
• 108-88-3 toluene 
• 422-64-0 pentafluoropropionic acid 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 874-60-2 4-methyl-benzoyl chloride 
• 106-38-7 para-bromotoluene 
• 1240317-98-9 2,2,3,3,3-pentafluoro-N-methoxy-N-methylpropanamide 
• 60007-39-8 pentafluoroethylcopper(I) 

Downstream Products

• 80180-04-7 1-(1-Difluoromethylene-2,2,3,3,3-pentafluoro-propyl)-4-methyl-benzene 
• 76435-42-2 2,3,3,3-Tetrafluoro-1-p-tolyl-propan-1-one 

Relevant academic research and scientific papers

Photoredox Generation of Carbon-Centered Radicals Enables the Construction of 1,1-Difluoroalkene Carbonyl Mimics

Described is a facile, scalable route to access functional-group-rich gem-difluoroalkenes. Using visible-light-activated catalysts in conjunction with an arsenal of carbon-radical precursors, an array of trifluoromethyl-substituted alkenes undergoes radical defluorinative alkylation. Nonstabilized primary, secondary, and tertiary radicals can be used to install functional groups in a convergent manner, which would otherwise be challenging by two-electron pathways. The process readily extends to other perfluoroalkyl-substituted alkenes. In addition, we report the development of an organotrifluoroborate reagent to expedite the synthesis of the requisite trifluoromethyl-substituted alkene starting materials.

Synthesis of Perfluoroalkyl-Substituted Vinylcyclopropanes by Way of Enhanced Neighboring Group Participation

A simple, high yielding, two-step, one-pot protocol for the preparation of trifluoromethyl-substituted vinylcyclopropanes from α-CF3 homoallyl alcohols is disclosed. Destabilization of the cationic intermediate by the electron-withdrawing CF3 group greatly enhances neighboring group participation of the alkene, allowing ring closure to predominate. The reaction can be extended to the difluoromethyl and pentafluoroethyl group, enabling the preparation of a diverse array of fluoroalkyl-substituted vinylcyclopropanes. A diverse array of fluoroalkyl-substituted vinylcyclopropanes are prepared in a simple, high-yielding, two-step, one-pot protocol by means of cationic ring-closure.

Well-defined CuC2F5 complexes and pentafluoroethylation of acid chlorides

Four new well-defined CuI complexes bearing a C2F5 ligand have been prepared and fully characterized: [(Ph3P)2CuC2F5] (2), [(bpy)CuC2F5] (3), [(Ph3P)Cu(phen)C2F5] (4), and [(IPr)CuC2F5] (5). X-ray structures of all four have been determined, showing that the C2F5-ligated Cu atom can be di- (5), tri- (2 and 3), and tetracoordinate (4). The mixed phen-PPh3 complex 4 is a highly efficient fluoroalkylating agent for a broad variety of acid chlorides. This high-yielding transformation represents the first general method for the synthesis of RCOC2F5 from the corresponding RCOCl. Four well-defined CuC2F5 complexes have been prepared and fully characterized, with [(phen)Cu(PPh3)C2F5] (phen=1,10-phenanthroline) proving to be a remarkably efficient fluoroalkylating agent for a broad variety of acid chlorides (see scheme). The procedure represents the first general method for the one-step conversion of RCOCl into valuable pentafluoroethyl ketones.

Pentafluoroethylating compositions

The present invention relates to pentafluoroethylating compositions, processes for obtaining them, and their use in pentafluoroethylation reactions.

PENTAFLUOROETHYLATING COMPOSITIONS

The present invention relates to pentafluoroethylating compositions, processes for obtaining them, and their use in pentafluoroethylation reactions.

FLUORIDE ION CATALYZED ISOMERIZATION OF 2-ARYL-F-BUTENES

A kinetic study of the fluoride ion catalyzed isomerization of a series of 2-aryl-F-1-butenes shows the reactions to be pseudo first order in olefin at constant fluoride ion concentration.The resultant Hammett plot is non-linear with a concave downward br