456-55-3 | (Trifluoromethoxy)benzene

CAS:456-55-3 | (Trifluoromethoxy)benzene ,Description

(Trifluoromethoxy)benzene, also known as trifluoromethoxybenzene, is an organic compound that belongs to the class of aromatic compounds. It is a colorless liquid with a sweet odor and is characterized by its high solubility in organic solvents. Trifluoromethoxybenzene has a wide range of applications in research and industry, including being used as a solvent, a reagent, and a reactant. Its properties make it an ideal choice for a variety of laboratory experiments and scientific research. 
 

Scientific Research Applications

Halogenation and Stability

• Trifluoromethoxybenzene undergoes controlled chlorination producing mono-, di-, tri-, and tetrachloro derivatives with good thermal stability at 200°–250° (Herkes, 1977).

Synthesis Applications

• Trifluoromethoxybenzene is involved in the synthesis of naphthalenes and naphthols through reactions with lithium diisopropylamide (LDA) and furan (Schlosser & Castagnetti, 2001).
• It acts as an intermediate in creating new organofluorine compounds by reacting with various electrophiles (Castagnetti & Schlosser, 2001) .

Nucleophilic Reactions

• Pyridinium trifluoromethoxide salt, derived from (Trifluoromethoxy)benzene, is effective for SN2 reactions to form trifluoromethyl ethers (Duran-Camacho et al., 2021).

Structural Studies

• The geometric structure and conformational properties of 4-fluoro(trifluoromethoxy)benzene were investigated, showing a predominant perpendicular conformation (C-O-C plane perpendicular to the benzene ring) (Shishkov et al., 2004).

Trifluoromethoxylation of Aliphatic Substrates

• A reaction generating trifluoromethoxide anion is able to substitute activated bromides and alkyl iodides, forming aliphatic trifluoromethyl ethers (Marrec et al., 2010).

Versatile Application

• Trifluoromethyl triflate, a hydrolytically stable compound, serves as a liquid reservoir of ‘masked’ difluorophosgene and a source for trifluoromethoxy group carriers (Kolomeitsev et al., 2008).

More Information