13630-19-8

Basic information

• Product Name: 2-Methylbenzotrifluoride
• Synonyms: 2-(TRIFLUOROMETHYL)TOLUENE;2-METHYLBENZOTRIFLUORIDE;1-METHYL-2-TRIFLUOROMETHYL-BENZENE;ALPHA,ALPHA,ALPHA-TRIFLUORO-O-XYLENE;2-(Trifluoromethyl)toluene~alpha,alpha,alpha-Trifluoro-o-xylene;2-Methylbenzotrifuoride;2-Methylbenzotrifluoride/2-Trifluoromethyltoluene;2-Methylbenzotrifluoride, 97+%
• CAS NO: 13630-19-8
• Molecular Formula: C₈H₇F₃
• Molecular Weight: 160.14
• EINECS: -0
• Product Categories: Trifluoromethylbenzene serise;Aromatic Halides (substituted);Aromatics;Intermediates;Aryl;Building Blocks;C9 to C12;Chemical Synthesis;Halogenated Hydrocarbons;New Products for Chemical Synthesis;Organic Building Blocks;Fluorine series
• Mol File: 13630-19-8.mol
• Article Data: 43

Chemical Properties

• Melting Point: 125-126 °C
• Boiling Point: 125-126°C
• Flash Point: 125-126°C
• Appearance: /
• Density: 1,174 g/cm3
• Refractive Index: 1.435
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 1940501
• CAS DataBase Reference: 2-Methylbenzotrifluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylbenzotrifluoride(13630-19-8)
• EPA Substance Registry System: 2-Methylbenzotrifluoride(13630-19-8)

Safety Data

• Hazard Codes: Xi,F,Xn
• Statements: 34-36/37/38-10-22
• Safety Statements: 26-36/37/39-16
• RIDADR: 3261
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 13630-19-8(Hazardous Substances Data)

Usage

Description

2-Methylbenzotrifluoride, also known as α,α,α-trifluorotoluene, is an organic compound belonging to the family of aromatic hydrocarbons. It is characterized by the presence of a methyl group and three fluorine atoms attached to a benzene ring. 2-Methylbenzotrifluoride is known for its unique chemical properties and reactivity, making it a versatile building block in the synthesis of various organic compounds.

Uses

Used in the Chemical Industry:
2-Methylbenzotrifluoride is used as an intermediate for the preparation of benzotrifluoride compounds. It serves as a key building block in the synthesis of a wide range of organic molecules, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique reactivity and stability make it a valuable precursor in the development of novel compounds with specific applications.
Used in the Pharmaceutical Industry:
In the pharmaceutical industry, 2-Methylbenzotrifluoride is utilized as a starting material for the synthesis of various drug candidates. Its unique structure and reactivity allow for the development of new molecules with potential therapeutic properties. The compound can be further functionalized and modified to create a diverse array of pharmaceutical agents.
Used in the Agrochemical Industry:
2-Methylbenzotrifluoride also finds application in the agrochemical industry, where it is used as a precursor for the synthesis of various agrochemicals, such as pesticides and herbicides. Its unique chemical properties enable the development of novel compounds with improved efficacy and selectivity, contributing to more effective and environmentally friendly agricultural practices.
Used in the Electronics Industry:
In the electronics industry, 2-Methylbenzotrifluoride can be used as a component in the development of advanced materials for semiconductors and other electronic devices. Its unique electronic properties and stability make it a promising candidate for the creation of new materials with enhanced performance characteristics.

InChI:InChI=1S/C8H7F3/c1-6-4-2-3-5-7(6)8(9,10)11/h2-5H,1H3

Upstream product

• 3335-33-9 1-methyl-2-trichloromethyl-benzene 
• 109-06-8 α-picoline 
• 75-63-8 Bromotrifluoromethane 
• 615-37-2 ortho-methylphenyl iodide 
• 1514-87-0 metyhyl chlorodifluoroacetate 
• 120120-26-5 (trifluoromethyl)triethylsilane 
• 95-49-8 2-methylchlorobenzene 
• 88986-32-7 methyl 3-oxa-ω-fluorosulfonylperfluoropentanoate 
• 1736-10-3 2-(trifluoroacetoxy)toluene 
• 56-23-5 tetrachloromethane 
• 108-88-3 toluene 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 2966-50-9 silver trifluoroacetate 
• 392-83-6 o-trifluoromethylphenyl bromide 

Downstream Products

• 7399-49-7 1-methyl-2-(prop-1-en-2-yl)benzene 
• 1074-92-6 1-tert-butyl-2-methyl-benzene 
• 1247072-49-6 C₂₂H₂₅F₃N₂O₃Si 
• 1247072-51-0 C₂₂H₂₅F₃N₂O₃Si 
• 1126479-89-7 4,4,5,5-tetramethyl-2-(3-methyl-4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane 
• 89976-12-5 1-methyl-4-nitro-2-(trifluoromethyl) benzene 
• 1024-64-2 (2,4,6-trimethylphenyl)-(2-methylphenyl)-methanone 
• 65492-63-9 N-(4-chlorophenyl)-2-methylbenzamide 

Relevant articles and documents

One-pot sandmeyer trifluoromethylation and trifluoromethylthiolation

Practical one-pot procedures were developed for both Sandmeyer-type trifluoromethylations and trifluoromethylthiolations. Starting from broadly available (hetero)aromatic amines, various benzotrifluorides were synthesized in high yields via in situ diazotization and copper-mediated trifluoromethylation using the inexpensive Ruppert-Prakash trifluoromethylating reagent. In the presence of sodium thiocyanate as a sulfur source, aryl trifluoromethyl thioethers are exclusively formed.

Synthesis of 2-methyl-1,5-dinitro-3- and 2-methyl-1,3-dinitro-5-(trifluoromethyl)benzenes and their transformation into 6-nitro-4-(trifluoromethyl)- and 4-nitro-6-(trifluoromethyl)-1H-indoles

A facile two-step synthesis of 2-methyl-1,5-dinitro-3- and 2-methyl-1,3-dinitro-5-(trifluoromethyl)benzenes is described. The first step is the nitration of otho- and para-methylbenzoic acids to furnish the corresponding dinitroacids. The dinitroacids then react with sulfur tetrafluoride to provide the corresponding trifluoromethylated products. The latter are easily transformed into 6-nitro-4-(trifluoromethyl)- and 4-nitro-6-(trifluoromethyl)-1H-indoles by applying the Batcho-Leimgruber synthetic protocol.

Flash Thermolysis of Aryl Trifluoroacetates: A New Approach to Trifluoromethylated Aromatic Compounds

Flash thermolysis of aryl trifluoroacetates yield trifluoromethyl aromatic compounds along with trifluoromethoxy compounds.

Use of methyllithium in metal/halogen exchange; a mild and efficient method for the synthesis of ortho substituted toluenes

Methyllithium, in the presence of excess methyl iodide, can be used to convert suitably substituted aromatic bromides to the corresponding toluenes under mild conditions and in high yield.

Ligand-free trifluoromethylation of iodoarenes by use of 2-Aryl-2-trifluoromethylbenzimidazoline as new trifluoromethylating reagent

N-Methyl 2-aryl-2-trifluoromethylbenzimidazolines were synthesized and utilized in the trifluoromethylation reaction of iodoarenes in the presence of copper(I) salt and base. Iodoarenes bearing electron-donating and electron-withdrawing groups were tolerant to this reaction in the absence of a ligand and gave trifluorotoluene derivatives in good to high yields.

Pregeneration, Spectroscopic Detection, and Chemical Reactivity of (Trifluoromethyl)copper, an Elusive and Complex Species

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Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source

Methylation of organohalides represents a valuable transformation, but typically requires harsh reaction conditions or reagents. We report a radical approach for the methylation of (hetero)aryl chlorides using nickel/photoredox catalysis wherein trimethyl orthoformate, a common laboratory solvent, serves as a methyl source. This method permits methylation of (hetero)aryl chlorides and acyl chlorides at an early and late stage with broad functional group compatibility. Mechanistic investigations indicate that trimethyl orthoformate serves as a source of methyl radical via β-scission from a tertiary radical generated upon chlorine-mediated hydrogen atom transfer.

Stoichiometric and Catalytic Aryl-Perfluoroalkyl Coupling at Tri-tert-butylphosphine Palladium(II) Complexes

This Communication describes studies of Ph-RF (RF = CF3 or CF2CF3) coupling at Pd complexes of general structure (PtBu3)PdII(Ph)(RF). The CF3 analogue participates in fast Ph-CF3 coupling (II complex. Furthermore, they show that this undesired pathway can be circumvented by changing from a CF3 to a CF2CF3 ligand. Ultimately, the insights gained from stoichiometric studies enabled the identification of Pd(PtBu3)2 as a catalyst for the Pd-catalyzed cross-coupling of aryl bromides with TMSCF2CF3 to afford pentafluoroethylated arenes.