861928-27-0 | 4-BROMO-2-(TRIFLUOROMETHYL)BENZALDEHYDE

CAS:861928-27-0 | 4-BROMO-2-(TRIFLUOROMETHYL)BENZALDEHYDE,Description

4-Bromo-2-(trifluoromethyl)benzaldehyde is a chemical compound with the molecular formula C8H4BrF3O. It is a derivative of benzaldehyde, with a bromine atom at the 4th position and a trifluoromethyl group at the 2nd position of the benzene ring.

Molecular Structure Analysis

The molecular structure of 4-Bromo-2-(trifluoromethyl)benzaldehyde consists of a benzene ring with a bromine atom, a trifluoromethyl group, and an aldehyde group attached to it. The InChI code for this compound is 1S/C8H4BrF3O/c9-6-2-1-5(4-13)7(3-6)8(10,11)12/h1-4H.

Scientific Research Applications

Metalations and Functionalizations

4-Bromo-2-(trifluoromethyl)benzaldehyde and its derivatives have been a subject of interest in the field of metalations and functionalizations. This includes the conversion of similar compounds into various carboxylic acids, as well as their selective deprotonation and subsequent carboxylation. Such studies contribute to the broader understanding of chemical synthesis techniques (Cottet et al., 2004).

Catalysis in Organic Synthesis

The compound is also relevant in catalysis within organic synthesis. For instance, its analogs have been used in the generation of o-quinodimethane intermediates, employing N-heterocyclic carbenes, leading to functionalized 1-isochromanones. This highlights its role in novel synthetic methodologies (Janssen‐Müller et al., 2016) .

Crystallography and Material Sciences

In crystallography and material sciences, 4-Bromo-2-(trifluoromethyl)benzaldehyde derivatives have been synthesized and analyzed through techniques like X-ray diffraction and vibrational spectroscopy. These studies provide insights into molecular structures, electronic properties, and various chemical interactions (Arunagiri et al., 2018).

Photolabile Protecting Groups

The compound's derivatives are being explored as photolabile protecting groups for aldehydes and ketones. Such research is fundamental in developing materials sensitive to light, which can have applications in photochemistry and materials science (Lu et al., 2003).

Magnetic Properties in Chemistry

4-Bromo-2-(trifluoromethyl)benzaldehyde is also a component in the study of magnetic properties in chemistry. Its analogs have been used in the synthesis of tetranuclear complexes, aiding in understanding the magnetic interactions and properties of such compounds (Zhang et al., 2013).

Synthetic Improvements in Organic Chemistry

Furthermore, its analogs are involved in improving synthetic processes, demonstrating the compound's significance in enhancing the efficiency and yield of various chemical syntheses (Feng, 2002).

Palladium-Catalyzed Reactions

Its derivatives have been synthesized from benzaldehydes using a sequence involving palladium-catalyzed ortho-bromination, highlighting its utility in complex organic reactions (Dubost et al., 2011).

Kinetics and Mechanism in Organic Reactions

The kinetics and mechanism of reactions involving its analogs have been studied, providing valuable insights into the dynamics of chemical reactions and their optimization (Dehdab et al., 2014).

Safety And Hazards

As with all chemicals, 4-Bromo-2-(trifluoromethyl)benzaldehyde should be handled with care. It is recommended to wear personal protective equipment, avoid contact with skin and eyes, and use only under a chemical fume hood. It is also advised to avoid breathing dust and to not ingest the compound.

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