708-64-5

Basic information

• Product Name: 2,2,2,3'-TETRAFLUOROACETOPHENONE
• Synonyms: 3'-FLUORO-2,2,2-TRIFLUOROACETOPHENONE;ALPHA,ALPHA,ALPHA,3-TETRAFLUOROACETOPHENONE;2,2,2,3'-TETRAFLUOROACETOPHENONE;1-(3-FLUOROPHENYL)-2,2,2-TRIFLUOROETHANONE;2,2,2-trifluoro-1-(3-fluorophenyl)-ethanon;M-FLUOROTRIFLUOROACETOPHENONE;2,2,2-trifluoro-1-(3-fluorophenyl)ethan-1-one;2,2,2,3'-Trtrafluoroacetophenone
• CAS NO: 708-64-5
• Molecular Formula: C₈H₄F₄O
• Molecular Weight: 192.11
• EINECS: 211-903-6
• Product Categories: Fluorine series
• Mol File: 708-64-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 79 °C50 mm Hg(lit.)
• Flash Point: 64 °F
• Appearance: Colorless to pale yellow/Liquid
• Density: 1.372 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.444(lit.)
• Storage Temp.: 2-8°C
• BRN: 1872788
• CAS DataBase Reference: 2,2,2,3'-TETRAFLUOROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2,3'-TETRAFLUOROACETOPHENONE(708-64-5)
• EPA Substance Registry System: 2,2,2,3'-TETRAFLUOROACETOPHENONE(708-64-5)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36
• RIDADR: UN 1224 3/PG 2
• WGK Germany: 3
• TSCA: T
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 708-64-5(Hazardous Substances Data)

Usage

General Description

2,2,2,3′-Tetrafluoroacetophenone (m-fluorotrifluoroacetophenone, α,α,α,3-Tetrafluoroacetophenone) is a fluorine substituted aryl alkyl ketone. Electron transfer quenching of m-fluorotrifluoroacetophenone has been studied.

Upstream product

• 75-46-7 trifluoromethan 
• 451-02-5 ethyl 3-fluorobenzoate 
• 456-48-4 3-Fluorobenzaldehyde 
• 81577-10-8 2,2,2-trifluoro-1-(3'-fluorophenyl)ethanol 
• 383-63-1 ethyl trifluoroacetate, 
• 1073-06-9 3-fluorobromobenzene 
• 17318-03-5 bromo(3-fluorophenyl)magnesium 
• 407-25-0 trifluoroacetic anhydride 
• 76-05-1 trifluoroacetic acid 
• 360-92-9 N,N-diethyl-2,2,2-trifluoroacetamide 

Downstream Products

• 26029-54-9 1-Fluoro-3-(2,2,2-trifluoro-1-trifluoromethyl-ethyl)-benzene 

Relevant articles and documents

Fluoroform: an Efficient Precursor for the Trifluoromethylation of Aromatic Esters by Sodium Diisopropylamide with Trialkylamines

The trifluoromethanide anion is the postulated key intermediate in nucleophilic trifluoromethylation reactions. It is believed to be incompatible with Na+ cation due to the strong Na–F bond. However, herein we demonstrate that it could be prepared for the first time. Trialkylamines can be used as cation chelating agents to stabilize the isolated –CF3 ion to realize trifluoromethylation reaction. With this strategy, trifluoromethyl aromatic ketones could be effectively synthesized from fluoroform and aromatic esters with diisopropyl aminosodium (NaDA) and trialkylamines.

Domino C-F Bond Activation of the CF3 Group: Synthesis of Fluorinated Dibenzo[a,c][7]annulenes from 2-(Trifluoromethyl)-1-alkenes and 2,2′-Diceriobiaryls

The construction of ring-fluorinated seven-membered carbocycles was readily achieved via the domino SN2′-type/SNV reaction between 2-(trifluoromethyl)-1-alkenes and 1,4-carbodianions. The SN2′-type reaction of 2-(trifluoromethyl)-1-alkenes with 2,2′-diceriobiaryls generated the intermediary 1,1-difluoro-1-alkenes bearing a monoceriobiaryl moiety, which in turn underwent intramolecular SNV reaction to afford fluorinated 5H-dibenzo[a,c][7]annulenes.

MECHANISMS OF FREE-RADICAL REACTIONS. XIII. MECHANISM AND SELECTIVITY OF THE FREE-RADICAL HALOGENATION OF ALKYL AROMATIC HYDROCARBONS WITH FLUOROALKYL SUBSTITUENTS

The free-radical chlorination and bromination of 1-fluoro-2-arylethanes and 1,1,1-trifluoro-2-arylethanes was studied by the method of competing reactions.In all cases a good correalation between log krel and the Brown ?+ constants was observed.The variation of the selectivity in the transition from one reaction series to the other indicates that two independent factors which determine the reactivity (the change in the dissociation energy of the C-H bond and the polar effect of the substituents) have a simultaneous effect.