888327-36-4 | 2-Bromo-5-trifluoromethoxypyridine

CAS:888327-36-4 | 2-Bromo-5-trifluoromethoxypyridine,Description

“2-Bromo-5-(trifluoromethoxy)pyridine” is a chemical compound with the empirical formula C6H3BrF3NO. It has a molecular weight of 241.99. The compound is solid in form.

Synthesis Analysis

The synthesis of “2-Bromo-5-(trifluoromethoxy)pyridine” and its derivatives has been a subject of research. For instance, it has been used as a substrate in a palladium-catalyzed α-arylation of a Refomatsky reagent. Regioselective deprotonation at C-4 with LDA and trapping with carbon dioxide leads to the corresponding C-4 acid.

Molecular Structure Analysis

The molecular structure of “2-Bromo-5-(trifluoromethoxy)pyridine” can be represented by the SMILES string BrC(C=C1)=NC=C1OC(F)(F)F. The InChI key for this compound is RKXYQQVLVNEAFB-UHFFFAOYSA-N.

Chemical Reactions Analysis

“2-Bromo-5-(trifluoromethoxy)pyridine” has been used in various chemical reactions. For example, it is a substrate used in a palladium-catalyzed α-arylation of a Refomatsky reagent.

Physical And Chemical Properties Analysis

“2-Bromo-5-(trifluoromethoxy)pyridine” is a solid compound. It has a molecular weight of 241.99. The compound’s empirical formula is C6H3BrF3NO.

Scientific Research Applications

Spectroscopic Characterization and Non-linear Optical Properties

• Spectroscopic Characterization : 5-Bromo-2-(trifluoromethyl)pyridine, a related compound to 2-Bromo-5-(trifluoromethoxy)pyridine, has been characterized spectroscopically using Fourier Transform-Infrared (FT-IR) and Nuclear Magnetic Resonance (NMR) spectroscopies. The study aimed to understand the molecular structure and dynamics of such compounds (Vural & Kara, 2017).
• Non-linear Optical (NLO) Properties : The same compound was analyzed for its non-linear optical properties. These properties are essential in applications such as photonics and telecommunications (Vural & Kara, 2017).

Synthesis and Structural Analysis

• General Synthesis Approach : An efficient and straightforward synthesis method has been developed for (trifluoromethoxy)pyridines, including 2-Bromo-5-(trifluoromethoxy)pyridine. This process is significant for producing building blocks in life-sciences-oriented research (Manteau et al., 2010) .
• Crystallographic Structure Determinations : The first X-ray crystallographic structure determinations for (trifluoromethoxy)pyridines have been performed, providing crucial insights into their molecular structures (Manteau et al., 2010) .

Applications in Molecular Synthesis and Chemistry

• Electrochemical Radical Cyclization : The compound has been used in the electrochemical radical cyclization of bromo acetals, demonstrating its role in facilitating reactions under neutral conditions. This application is significant in the field of organic synthesis and materials science (Inokuchi et al., 1994).
• Preparation of Pyridine Derivatives : It has been involved in the synthesis of novel pyridine-based derivatives, emphasizing its role as a precursor in the creation of new compounds with potential applications in various fields, including pharmaceuticals and materials science (Ahmad et al., 2017).

Role in Antimicrobial and DNA Interaction Studies

• Antimicrobial Activities : 5-Bromo-2-(trifluoromethyl)pyridine, closely related to the compound , has shown antimicrobial activities. This suggests potential applications in the development of new antimicrobial agents (Vural & Kara, 2017).
• Interaction with DNA : The same compound has also been studied for its interaction with pBR322 plasmid DNA, indicating its potential use in genetic studies and biotechnology applications (Vural & Kara, 2017).

Safety And Hazards

“2-Bromo-5-(trifluoromethoxy)pyridine” is classified as Acute Tox. 3 Oral - Skin Sens. 1 according to regulation (EC) No 1272/2008 [CLP] and amendments. It may cause respiratory irritation, skin irritation, allergic skin reaction, serious eye irritation, and is toxic if swallowed. It is recommended to wear personal protective equipment/face protection, avoid getting it in eyes, on skin, or on clothing, and use only under a chemical fume hood.

Future Directions

The development of organic compounds containing fluorine, such as “2-Bromo-5-(trifluoromethoxy)pyridine”, is becoming an increasingly important research topic. It is expected that many novel applications of TFMP will be discovered in the future.

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