42908-77-0

Basic information

• Product Name: 2-TRIFLUOROMETHOXY TOLUENE
• Synonyms: 2-TRIFLUOROMETHOXY TOLUENE;1-Methyl-2-(trifluoroMethoxy)benzene
• CAS NO: 42908-77-0
• Molecular Formula: C₈H₇F₃O
• Molecular Weight: 176.14
• Mol File: 42908-77-0.mol

Chemical Properties

• Boiling Point: 127.5 °C at 760 mmHg
• Flash Point: 36.6 °C
• Appearance: /
• Density: 1.206 g/cm³
• Vapor Pressure: 13.5mmHg at 25°C
• Refractive Index: 1.436
• CAS DataBase Reference: 2-TRIFLUOROMETHOXY TOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-TRIFLUOROMETHOXY TOLUENE(42908-77-0)
• EPA Substance Registry System: 2-TRIFLUOROMETHOXY TOLUENE(42908-77-0)

Safety Data

• Hazard Codes: T
• Hazardous Substances Data: 42908-77-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Trifluoromethoxy toluene is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique trifluoromethoxy group and aromatic ring structure make it a valuable building block for the development of new drugs with improved properties, such as enhanced bioavailability, selectivity, and potency.
Used in Agrochemical Industry:
In the agrochemical industry, 2-Trifluoromethoxy toluene serves as an essential intermediate for the production of various agrochemicals, including pesticides and herbicides. Its incorporation into these compounds can lead to the development of more effective and environmentally friendly products, contributing to sustainable agriculture practices.
Used in Organic Synthesis:
2-Trifluoromethoxy toluene is used as a versatile intermediate in organic synthesis for the preparation of a wide range of organic compounds. Its reactivity and functional groups make it suitable for various chemical reactions, such as nucleophilic substitution, electrophilic aromatic substitution, and cross-coupling reactions, enabling the synthesis of complex molecules with diverse applications.
Used in Research and Development Laboratories:
2-Trifluoromethoxy toluene is extensively used in research and development laboratories for the exploration of new chemical reactions, synthesis methods, and the development of novel compounds with potential applications in various fields, such as medicine, materials science, and environmental science.
Used in Chemical Manufacturing Facilities:
In chemical manufacturing facilities, 2-Trifluoromethoxy toluene is utilized in the large-scale production of pharmaceuticals, agrochemicals, and other organic compounds. Its use in these facilities contributes to the efficient and cost-effective synthesis of high-quality products, meeting the demands of various industries.

InChI:InChI=1/C8H7F3O/c1-6-4-2-3-5-7(6)12-8(9,10)11/h2-5H,1H3

Upstream product

• 1736-10-3 2-(trifluoroacetoxy)toluene 
• 108-88-3 toluene 
• 456-55-3 1-trifluoromethoxybenzene 
• 74-88-4 methyl iodide 

Downstream Products

• 7450-03-5 (2-methylphenyl)trimethylsilane 

Relevant articles and documents

Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

The first example of photocatalytic trifluoromethoxylation of arenes and heteroarenes under continuous-flow conditions is described. Application of continuous-flow microreactor technology allowed to reduce the residence time up to 16 times in comparison t

DIFLUOROMETHOXYLATION AND TRIFLUOROMETHOXYLATION COMPOSITIONS AND METHODS FOR SYNTHESIZING SAME

The present invention provides a compound having the structure (I), a processing of making the compound; and a process of using the compound as a reagent for the difluoromethoxylation and trifluoromethoxylation of arenes or heteroarenes.

Redox-Active Reagents for Photocatalytic Generation of the OCF3 Radical and (Hetero)Aryl C?H Trifluoromethoxylation

The trifluoromethoxy (OCF3) radical is of great importance in organic chemistry. Yet, the catalytic and selective generation of this radical at room temperature and pressure remains a longstanding challenge. Herein, the design and development of a redox-active cationic reagent (1) that enables the formation of the OCF3 radical in a controllable, selective, and catalytic fashion under visible-light photocatalytic conditions is reported. More importantly, the reagent allows catalytic, intermolecular C?H trifluoromethoxylation of a broad array of (hetero)arenes and biorelevant compounds. Experimental and computational studies suggest single electron transfer (SET) from excited photoredox catalysts to 1 resulting in exclusive liberation of the OCF3 radical. Addition of this radical to (hetero)arenes gives trifluoromethoxylated cyclohexadienyl radicals that are oxidized and deprotonated to afford the products of trifluoromethoxylation.

O-Trifluoromethylation of Phenols: Access to Aryl Trifluoromethyl Ethers by O-Carboxydifluoromethylation and Decarboxylative Fluorination

A new strategy for the synthesis of aryl trifluoromethyl ethers (ArOCF3) by combining O-carboxydifluoromethylation of phenols and subsequent decarboxylative fluorination is reported. This protocol allows easy construction of functionalized trifluoromethoxybenzenes and trifluoromethylthiolated arenes (ArSCF3) in moderate to good yields. Moreover, it utilizes accessible and inexpensive reagents sodium bromodifluoroacetate and SelectFluor II and, thus, is practical for O-trifluoromethylation of phenols. The potential application of this method is demonstrated with the preparation of a plant-growth regulator, Flurprimidol.

Selective aromatic carbon-oxygen bond cleavage of trifluoromethoxyarenes: a trifluoromethoxy group as a convertible directing group

An efficient method for selective activation of aromatic C-O bonds in trifluoromethoxyarenes is developed. Upon treatment with a metallic sodium/chlorotrimethylsilane system, trifluoromethoxyarenes undergo reductive dealkoxylation to provide the corresponding arylsilanes. Also the synthetic applications of the present reactions combined with ortho-metallation are described.

2-, 3-, and 4-(Trifluoromethoxy)phenyllithiums: Versatile intermediates offering access to a variety of new organofluorine compounds

Consecutive treatment of (trifluoromethoxy)benzene with sec-butyllithium and electrophilic reagents affords previously inaccessible ortho-substituted derivatives in generally excellent yields. 2-(Trifluoromethoxy)phenyllithium acts as the key intermediate. The 3- and 4-isomers can readily be generated from the corresponding 3- and 4-bromo precursors by halogen-metal interconversion with butyllithium or tertbutyllithium. Upon trapping of the 2-, 3- and 4-(trifluoromethoxy)phenyllithiums with 11 different electrophiles the expected products were formed in generally high yields. Only the attempted nucleophilic addition of 2-(trifluoromethoxy)phenyllithium to oxirane did not succeed. This failure is tentatively attributed to a lowering of the nucleophilicity by fluorine-lithium interactions. Conformationally restricted analogs - i.e., 2,2-difluoro-1,3-benzodioxol-4-phenyllithium and its 5-fluoro- and 5-bromo-substituted congeners - did indeed react smoothly with oxirane, affording the adducts in ordinary yields.

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.