2324-98-3

Basic information

• Product Name: 2,3,5,6-TETRAFLUOROANISOLE
• Synonyms: 2,3,5,6-TETRAFLUOROMETHOXY BENZENE;2,3,5,6-TETRAFLUOROANISOLE;1,2,4,5-Tetrafluoro-3-methoxybenzene;Anisole, 2,3,5,6-tetrafluoro-;Benzene, 1,2,4,5-tetrafluoro-3-methoxy-;2,3,5,6-TETRAFLUOROANISOLE, 97+%;2,3,5,6-Tetrafluoroanisole 97%;1,2,4,5-Tetrafluoro-3-methoxybenzene, Methyl 2,3,5,6-tetrafluorophenyl ether
• CAS NO: 2324-98-3
• Molecular Formula: C₇H₄F₄O
• Molecular Weight: 180.1
• EINECS: 219-037-0
• Product Categories: Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 2324-98-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 83-85 °C
• Boiling Point: 138 °C(lit.)
• Flash Point: 107 °F
• Appearance: clear very slightly yellow liquid
• Density: 1.293 g/mL at 25 °C(lit.)
• Vapor Pressure: 10.5mmHg at 25°C
• Refractive Index: n20/D 1.428(lit.)
• Storage Temp.: Flammables area
• CAS DataBase Reference: 2,3,5,6-TETRAFLUOROANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-TETRAFLUOROANISOLE(2324-98-3)
• EPA Substance Registry System: 2,3,5,6-TETRAFLUOROANISOLE(2324-98-3)

Safety Data

• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39-45-37
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2324-98-3(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR VERY SLIGHTLY YELLOW LIQUID

InChI:InChI=1/C7H4F4O/c1-12-7-5(10)3(8)2-4(9)6(7)11/h2H,1H3

Upstream product

• 67-56-1 methanol 
• 363-72-4 Pentafluorobenzene 
• 865-33-8 potassium methanolate 
• 74-88-4 methyl iodide 
• 389-40-2 Pentafluoroanisole 
• 110-71-4 1,2-dimethoxyethane 
• 871126-20-4 C₇H₅BF₄O₃ 
• 124-41-4 sodium methylate 
• 213477-10-2 trans-1-pentafluorophenyl-4-tert-butylcyclohexanol 
• 66820-46-0 1-(pentafluorophenyl)cyclohexanol 
• 715-31-1 2-(2,3,4,5,6-Pentafluorophenyl)propan-2-ol 
• 1944-05-4 2,3,4,5,6-pentafluoro-α-phenylbenzenemethanol 
• 1682-04-8 1-bromo-2,3,5,6-tetrafluoro-4-methoxybenzene 

Downstream Products

• 52331-32-5 4-(OHC₆F₄)2S 
• 1092526-17-4 (E)-2,3,5,6-tetrafluoro-4-(4-octen-4-yl)anisole 
• 1185745-92-9 tributyl-(2,3,5,6-tetrafluoro-4-methoxyphenyl)stannane 
• 1242434-85-0 methyl 6-(2,3,5,6-tetrafluoro-4-methoxyphenylamino)pyridine-3-carboxylate 
• 1242434-82-7 N-(2,3,5,6-tetrafluoro-4-methoxyphenyl)-2,5-dimethoxy-4-nitrobenzenamine 
• 1242434-81-6 N-(2,3,5,6-tetrafluoro-4-methoxyphenyl)-3-methyl-4-nitrobenzenamine 
• 1242434-77-0 N-(2,3,5,6-tetrafluoro-4-methoxyphenyl)-4-nitrobenzenamine 
• 1242434-80-5 N-(2,3,5,6-tetrafluoro-4-methoxyphenyl)-2-chloro-4-nitrobenzenamine 
• 1242434-79-2 N-(2,3,5,6-tetrafluoro-4-methoxyphenyl)-2-methyl-4-nitrobenzenamine 
• 1226635-94-4 C₁₄H₁₆F₄O₃ 
• 1244039-23-3 methyl 5-(2,3,5,6-tetrafluoro-4-methoxyphenyl)thiophene-2-carboxylate 
• 1259372-96-7 CH₃OC₆F₄Ni(H)(P(C₆H₁₁)3)2 
• 1375272-39-1 4-(2,3,5,6-tetrafluoro-4-methoxyphenyl)pyrrolo[1,2-a]quinoline 
• 1446317-82-3 2-phenyl-5-(1-methoxy-2,3,5,6-tetrafluorophenyl)-1,3,4-oxadiazole 

Relevant articles and documents

The fragmentation of polyfluorinated benzylic alcohols: the first observation of pentafluorophenyl anion as a good leaving group

Treatment of a series of pentafluorobenzylic alcohols with sodium methoxide in DMSO results in a rapid carbon-carbon cleavage reaction, yielding a ketone or aldehyde as well as pentafluorobenzene, which undergoes subsequent nucleophilic aromatic substitution (NAS). In methanol solvent, the fragmentation is very slow, and NAS without fragmentation occurs almost exclusively. In methanol/DMSO mixtures, both processes are observed simultaneously. This appears to be the first report of the fragmentation of pentafluorobenzylic alcohols.

Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate

A transition-metal-free catalytic hydrodefluorination (HDF) reaction of polyfluoroarenes is described. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt. The eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. Dispersion-corrected DFT calculations indicated that the HDF reaction proceeds through a concerted nucleophilic aromatic substitution (CSNAr) process.

Copper-catalyzed hydrodefluorination of fluoroarenes by copper hydride intermediates

Breaking bad: Efficient copper-catalyzed C-F bond activation has been achieved by replacing fluorine with hydrogen. A copper hydride is proposed as the active intermediate, which proceeds through a nucleophilic attack on the fluorocarbon, as determined by experimental and theoretical results (see structure; C gray, H white, Cu light red, F light blue; distances in ?).