220996-80-5 | 4-Bromo-2-(trifluoromethoxy)benzaldehyde

CAS:220996-80-5 | 4-Bromo-2-(trifluoromethoxy)benzaldehyde ,Description

4-Bromo-2-(trifluoromethoxy)benzaldehyde, also known as 4-Bromo-2-TFMB, is a compound that has a wide range of applications in scientific research. It is a versatile reagent used in organic synthesis and is known for its unique properties such as high reactivity and low toxicity. 4-Bromo-2-TFMB is a useful reagent for the synthesis of a variety of compounds, including pharmaceuticals, flavorings, fragrances, and dyes. Additionally, it has been used in a number of studies to investigate the mechanisms of action of various biological processes. 
 

Scientific Research Applications

Synthesis and Chemical Reactivity

4-Bromo-2-(trifluoromethoxy)benzaldehyde is a valuable intermediate in organic synthesis, offering diverse pathways for chemical transformations. Schlosser and Castagnetti (2001) demonstrated its utility in generating 1,2-dehydro-3- and -4-(trifluoromethoxy)benzenes, which are precursors to various naphthalene derivatives. This process involves arynes that can undergo cycloadditions, reductions, and further functionalizations, highlighting the compound's versatility in synthetic chemistry (Schlosser & Castagnetti, 2001).

Catalysis and Functionalization

The compound's utility extends to catalysis, where it acts as a substrate for selective bromination. Dubost et al. (2011) showcased a method for ortho-bromination of benzaldoximes, leading to 2-bromobenzaldehydes. This process employs palladium-catalyzed C-H activation, underscoring the potential of 4-Bromo-2-(trifluoromethoxy)benzaldehyde in catalytic transformations and the synthesis of functionalized aromatic compounds (Dubost et al., 2011).

Material Science and Molecular Structures

In material science, the compound serves as a building block for novel materials. For instance, Arunagiri et al. (2018) synthesized a novel hydrazone Schiff base using 4-Bromo-2-(trifluoromethoxy)benzaldehyde, which was structurally characterized to understand its potential applications in electronics and photonics. The study emphasized the importance of such compounds in designing materials with specific optical and electronic properties (Arunagiri et al., 2018).

Trifluoromethoxylation Reagents

Guo et al. (2017) introduced a new trifluoromethoxylation reagent, showcasing an asymmetric silver-catalyzed intermolecular bromotrifluoromethoxylation of alkenes. This highlights the role of 4-Bromo-2-(trifluoromethoxy)benzaldehyde derivatives in developing novel reagents that enhance the trifluoromethoxylation process, crucial for introducing trifluoromethoxy groups into organic molecules for pharmaceutical and agrochemical applications (Guo et al., 2017).

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