10116-95-7

Basic information

• Product Name: 2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE
• Synonyms: 2,2,3,3,3-PENTAFLUORO-1-P-TOLYL-PROPAN-1-ONE;2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE
• CAS NO: 10116-95-7
• Molecular Formula: C₁₀H₇F₅O
• Molecular Weight: 238.15
• Mol File: 10116-95-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 4 °C
• Boiling Point: 68 °C
• Flash Point: 75.4°C
• Appearance: /
• Density: 1.315g/cm³
• Vapor Pressure: 0.29mmHg at 25°C
• Refractive Index: 1.426
• CAS DataBase Reference: 2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE(10116-95-7)
• EPA Substance Registry System: 2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE(10116-95-7)

Safety Data

• Hazardous Substances Data: 10116-95-7(Hazardous Substances Data)

Usage

General Description

2,2,3,3,3-Pentafluoro-1-(p-tolyl)propane-1-one, also known as p-tolyl perfluoroisobutyl ketone, is a synthetic organic compound with the chemical formula C10H6F5O. It is a colorless liquid at room temperature and belongs to the class of perfluoroalkyl ketones, which are widely used as chemical intermediates in pharmaceuticals, agrochemicals, and material science. 2,2,3,3,3-PENTAFLUORO-1-(P-TOLYL)PROPANE-1-ONE is known for its high thermal stability and resistance to chemical and biological degradation, making it a valuable building block in the production of specialty chemicals. It is also used as a solvent in organic synthesis and as a reagent in the preparation of various functionalized compounds. Additionally, its unique structure and properties make it suitable for use in fluorine chemistry and as a potential building block for the development of new materials and pharmaceuticals.

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

Downstream Products

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

Relevant articles and documents

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.

PENTAFLUOROETHYLATING COMPOSITIONS

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