651-80-9

Basic information

• Product Name: 2,3,5,6-TETRAFLUOROBENZOTRIFLUORIDE
• Synonyms: ALPHA,ALPHA,ALPHA,2,3,5,6-HEPTAFLUOROTOLUENE;1,2,4,5-TETRAFLUORO-3-TRIFLUOROMETHYL-BENZENE;2,3,5,6-TETRAFLUOROBENZOTRIFLUORIDE;2,3,5,6-TETRAFLUORO-1-(TRIFLUOROMETHYL)BENZENE;1-(Trifluoromethyl)-2,3,5,6-tetrafluorobenzene;4H-Heptafluorotoluene;Toluene, alpha,alpha,alpha,2,3,5,6-heptafluoro-;à,à,à,2,3,5,6-heptafluorotoluene
• CAS NO: 651-80-9
• Molecular Formula: C₇HF₇
• Molecular Weight: 218.07
• EINECS: -0
• Mol File: 651-80-9.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 111-112 °C(lit.)
• Flash Point: 90 °F
• Appearance: /
• Density: 1.601 g/mL at 25 °C(lit.)
• Vapor Pressure: 25.7mmHg at 25°C
• Refractive Index: n20/D 1.379(lit.)
• Storage Temp.: 2-8°C
• BRN: 1978201
• CAS DataBase Reference: 2,3,5,6-TETRAFLUOROBENZOTRIFLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-TETRAFLUOROBENZOTRIFLUORIDE(651-80-9)
• EPA Substance Registry System: 2,3,5,6-TETRAFLUOROBENZOTRIFLUORIDE(651-80-9)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39-37
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 651-80-9(Hazardous Substances Data)

Usage

General Description

2,3,5,6-tetrafluorobenzotrifluoride is a chemical compound with the molecular formula C7H2F4. It is a colorless, flammable liquid that is commonly used as a solvent and as a starting material in the production of fluorinated pharmaceuticals, agrochemicals, and other specialty chemicals. It exhibits high thermal stability and low toxicity, making it a valuable ingredient in a wide range of industrial applications. However, it is also a potent greenhouse gas with a high global warming potential, and its use is subject to strict regulations in many countries due to its potential impact on the environment and human health.

InChI:InChI=1/C7HF7/c8-2-1-3(9)6(11)4(5(2)10)7(12,13)14/h1H

Upstream product

• 434-64-0 perfluorotoluene 
• 1868-85-5 (2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)hydrazine 
• 40885-89-0 1-chloro-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene 
• 17823-46-0 4-trifluoromethyl-2,3,5,6-tetrafluorobromobenzene 
• 40586-89-8 trifluoro(4-trifluoromethyltetrafluorophenyl)sulfur(IV) 
• 7732-18-5 water 
• 54899-60-4 ((4-trifluoromethyl)tetrafluorophenyl)difluorosulfonium hexafluoroantimonate 
• 107-05-1 3-chloroprop-1-ene 
• 769-40-4 2,3,5,6-tetrafluorothiophenol 
• 651-84-3 4-trifluoromethyl-2,3,5,6-tetrafluorothiophenol 
• 75-43-4 Dichlorofluoromethane 
• 213596-33-9 2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborolane 
• 617-86-7 triethylsilane 
• 2283-11-6 hexaethylphosphoric triamide 

Downstream Products

• 16825-99-3 4-H-decafluoro-1-methyl-1,4-cyclohexadiene 
• 50694-13-8 4-CF₃C₆F₄PCl₂ 
• 1208365-17-6 2-(2-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)ethynyl)pyridine 
• 1208365-15-4 1,2,4,5-tetrafluoro-3-(trifluoromethyl)-6-(2-(4-fluorophenyl)ethynyl)benzene 
• 1208365-16-5 1-(2-(3-chlorophenyl)ethynyl)-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene 
• 16813-98-2 1,2,4,5-tetrafluoro-3-(trifluoromethyl)-6-(2-phenylethynyl)benzene 
• 1208365-25-6 1,2,4,5-tetrafluoro-3-(trifluoromethyl)-6-(hex-1-ynyl)benzene 
• 1208365-14-3 1,2,4,5-tetrafluoro-3-(trifluoromethyl)-6-(2-p-tolylethynyl)benzene 
• 1289638-96-5 3-[2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl]-1-cycloheptene 
• 1289639-13-9 (Z)-1-(2-decen-1-yl)-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene 
• 1289638-95-4 (E)-1-(2-decen-1-yl)-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene 
• 1358531-61-9 1-methyl-3-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)quinolin-4(1H)-one 
• 1358531-83-5 1-methyl-3-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)-6-(trifluoromethyl)quinolin-4(1H)-one 
• 1358531-78-8 1-benzyl-3-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)quinolin-4(1H)-one 

Relevant articles and documents

Diazaphospholene-Catalyzed Hydrodefluorination of Polyfluoroarenes with Phenylsilane via Concerted Nucleophilic Aromatic Substitution

The metal-free catalytic C-F bond activation of polyfluoroarenes was achieved with diazaphospholene as the catalyst and phenylsilane as the terminal reductant. Density functional theory calculations suggested a concerted nucleophilic aromatic substitution mechanism.

Catalytic Hydrodefluorination via Oxidative Addition, Ligand Metathesis, and Reductive Elimination at Bi(I)/Bi(III) Centers

Herein, we report a hydrodefluorination reaction of polyfluoroarenes catalyzed by bismuthinidenes, Phebox-Bi(I) and OMe-Phebox-Bi(I). Mechanistic studies on the elementary steps support a Bi(I)/Bi(III) redox cycle that comprises C(sp2)-F oxidative addition, F/H ligand metathesis, and C(sp2)-H reductive elimination. Isolation and characterization of a cationic Phebox-Bi(III)(4-tetrafluoropyridyl) triflate manifests the feasible oxidative addition of Phebox-Bi(I) into the C(sp2)-F bond. Spectroscopic evidence was provided for the formation of a transient Phebox-Bi(III)(4-tetrafluoropyridyl) hydride during catalysis, which decomposes at low temperature to afford the corresponding C(sp2)-H bond while regenerating the propagating Phebox-Bi(I). This protocol represents a distinct catalytic example where a main-group center performs three elementary organometallic steps in a low-valent redox manifold.

Reaction of 4-Substituted 1-[(Difluoromethyl)sulfinyl]-2,3,4,5-tetrafluorobenzenes with Ammonia and Methylamine

Abstract: The reaction of 4-X-substituted 1-[(difluoromethyl)sulfinyl]-2,3,5,6-tetrafluorobenzenes (X = CF3, H, OMe) with methylamine and ammonia in MeCN, Et2O, and hydrocarbons occurs involves nucleophilic substitution in position 2 of the substrate. The reaction time increases with increasing donor ability of substituent X in the series X = CF3 a higher reaction temperature. The reaction of ammonia with 1-[(difluoromethyl)sulfinyl]-4-methoxy-2,3,5,6-tetrafluorobenzene is accompanied by partial demethylation to form 2-[(difluoromethyl)sulfinyl]-3,4,6-trifluoro-5-methoxy-N-methylaniline and 4-[(difluoromethyl)sulfinyl]-2,3,5,6-tetrafluorophenol.