392-85-8

Basic information

• Product Name: 2-Fluorobenzotrifluoride
• Synonyms: 2-FLUOROBENZOTRIFLUORIDE;1-FLUORO-2-(TRIFLUOROMETHYL)BENZENE;ALPHA,ALPHA,ALPHA,2-TETRAFLUOROTOLUENE;O-FLUOROBENZOTRIFLUORIDE;1-fluoro-2-(trifluoromethyl)-benzen;2-tetrafluorotoluene;o,alpha,alpha,alpha-Tetrafluorotoluene;Toluene, alpha,alpha,alpha,o-tetrafluoro-
• CAS NO: 392-85-8
• Molecular Formula: C₇H₄F₄
• Molecular Weight: 164.1
• EINECS: 206-880-4
• Product Categories: Trifluoromethylbenzene serise;Aromatic Hydrocarbons (substituted) & Derivatives;Benzene series;Miscellaneous
• Mol File: 392-85-8.mol
• Article Data: 23

Chemical Properties

• Melting Point: -49°C
• Boiling Point: 114-115 °C750 mm Hg(lit.)
• Flash Point: 64 °F
• Appearance: clear colorless liquid
• Density: 1.293 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00493mmHg at 25°C
• Refractive Index: n20/D 1.406(lit.)
• Storage Temp.: Flammables area
• BRN: 2046638
• CAS DataBase Reference: 2-Fluorobenzotrifluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluorobenzotrifluoride(392-85-8)
• EPA Substance Registry System: 2-Fluorobenzotrifluoride(392-85-8)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-33-24/25-7/9
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• TSCA: T
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 392-85-8(Hazardous Substances Data)

Usage

Description

2-Fluorobenzotrifluoride, also known as α,α,α-trifluorotoluene, is an organic compound belonging to the family of aryl halides. It is a clear colorless liquid at room temperature and is characterized by its unique chemical structure, which includes a fluorine atom at the 2nd position of the benzene ring and three fluorine atoms attached to the same carbon. This molecular composition endows 2-Fluorobenzotrifluoride with specific chemical properties that make it suitable for various applications across different industries.

Uses

Used in the Chemical Synthesis Industry:
2-Fluorobenzotrifluoride is used as a synthetic intermediate for the production of various organic compounds. Its unique structure allows it to participate in nucleophilic aromatic substitution reactions, making it a valuable building block in the synthesis of complex molecules.
2-Fluorobenzotrifluoride is used as a reactant in the synthesis of 2,2′-bis(trifluoromethylphenoxy)biphenyl via nucleophilic aromatic substitution reaction with 2,2′-biphenol. This application takes advantage of the compound's reactivity and its ability to form new carbon-fluorine bonds, which are known for their stability and unique properties.

InChI:InChI=1/C7H2ClF3N2O4/c8-6-4(7(9,10)11)1-3(12(14)15)2-5(6)13(16)17/h1-2H

Upstream product

• 462-06-6 fluorobenzene 
• 55642-42-7 bis(trifluoromethyl)tellurium 
• 348-52-7 1-Fluoro-2-iodobenzene 
• 77152-08-0 trifluoromethylcopper(I) 
• 384-22-5 2-nitrobenzotrifluoride 
• 876062-39-4 2-(2-fluorophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 1643-19-2 tetrabutylammomium bromide 
• 98-08-8 α,α,α-trifluorotoluene 
• 393-37-3 5-bromo-2-fluorobenzotrifluoride 
• 348-54-9 2-Fluoroaniline 
• 1316231-59-0 C₂F₆N^(1-)*C₇H₄F₃N₂⁽¹⁺⁾ 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 116850-32-9 1-vinyl-2,3,3-trifluoro-2-trifluoromethylcyclobutane 

Downstream Products

• 75391-77-4 C₂₀H₂₀ClF₃N₂ 
• 16238-05-4 2-phenyl-7-trifluoromethyl-benzofuran 
• 70097-63-1 1-(benzyloxy)-2-(trifluoromethyl)benzene 
• 849048-62-0 ethyl N-(2-trifluoromethylphenoxy)acetimidate 
• 144328-64-3 3-[2-(trifluoromethyl)phenoxy]-1-azabicyclo[2.2.2 ]octane 
• 144328-65-4 3-[2-(trifluoromethyl)phenoxy]-1-azabicyclo[2.2.2]octane ethanedioate 
• 149946-95-2 α-ethenyl-2-fluoro-3-(trifluoromethyl)benzenemethanol 
• 917751-97-4 2,4-dichloro-1-[dichloro-(2-fluorophenyl)methyl]benzene 
• 112641-20-0 2-fluoro-3-(trifluoromethyl)benzaldehyde 
• 63854-31-9 1-[2-(trifluoromethyl)phenyl]piperazine 
• 1229618-15-8 C₁₄H₉BrF₄O 
• 1262328-53-9 5-[4-(2-trifluoromethylphenoxy)-3-methoxybenzylidene]-thiazolidine-2,4-dione 
• 1056478-52-4 4-(2-trifluoromethylphenoxy)-3-methoxybenzaldehyde 

Relevant articles and documents

Preparation method of o-trifluoromethylbenzamide

The present invention discloses a method for preparing o-trifluoromethyl benzamide. The preparation method comprises the following steps: (1) in an organic solvent, the 2-nitrobenzotrifluoride and fluorinated salts are denitrified as shown below to obtain o-fluorobenzotrifluoride; (2) in an organic solvent, the o-fluortrifluorotoluene and cyanidylation reagent are defluoride cyanidation reaction as shown below to obtain o-trifluoromethylbenzonitrile; (3) in the presence of alkali, the o-trifluoromethylbenzonitrile, hydrogen peroxide hydrolysis reaction as shown below. The preparation method is simple to treat, the product purity is high, the impurities are small, and the yield is high.

Reactions of aromatic compounds with xenon difluoride

Reactions of substituted benzenes C6H5R (R = Me, F, Cl, Br, CF3, NO2) with xenon difluoride in the presence of boron trifluoride–diethyl ether complex in weakly acidic (1,1,1,3,3-pentafluorobutane) and weakly basic media (acetonitrile) have been studied. These reactions lead to the formation of fluorobenzene derivatives FC6H4R (isomer mixture) together with isomeric difluorobenzenes and fluorinated and non-fluorinated biphenyls. The results have been compared with previously reported data obtained in other solvents using other catalysts.

A catalytic borylation/dehalogenation route to o -fluoro arylboronates

A two-step Ir-catalyzed borylation/Pd-catalyzed dehalogenation sequence allows for the net synthesis of fluoroarenes where the boronic ester is ortho to fluorine. Key elements of this approach include the use of a halogen para to the fluorine to block meta Ir-catalyzed borylation and the chemoselective Pd-catalyzed dehalogenation by KF activated polymethylhydrosiloxane (PMHS).