1196152-38-1 | 2-BroMo-5-trifluoroMethyl-pyrazine

CAS:1196152-38-1 | 2-BroMo-5-trifluoroMethyl-pyrazine,Description

2-Bromo-5-(trifluoromethyl)pyrazine is a substrate used in a palladium-catalyzed α-arylation of a Refomatsky reagent. It is a chemical compound with the molecular formula C5H2BrF3N2.

Molecular Structure Analysis

The molecular structure of 2-Bromo-5-(trifluoromethyl)pyrazine consists of a pyrazine ring with a bromine atom and a trifluoromethyl group attached to it. The molecular weight of this compound is 226.98.

Chemical Reactions Analysis

2-Bromo-5-(trifluoromethyl)pyrazine is used as a substrate in a palladium-catalyzed α-arylation of a Refomatsky reagent. This suggests that it can participate in cross-coupling reactions.

Physical And Chemical Properties Analysis

2-Bromo-5-(trifluoromethyl)pyrazine is a colorless to pale-yellow to yellow-brown sticky oil to semi-solid or liquid. It has a density of 1.8±0.1 g/cm3, a boiling point of 189.4±35.0 °C at 760 mmHg, and a vapor pressure of 0.8±0.3 mmHg at 25°C.

Scientific Research Applications

Corrosion Inhibition

Pyrazine compounds, including derivatives similar to 2-Bromo-5-(trifluoromethyl)pyrazine, have been studied for their potential as corrosion inhibitors. For example, a study by Obot & Gasem (2014) in "Corrosion Science" investigated the adsorption properties of pyrazine compounds on steel corrosion, utilizing quantum chemical calculations and molecular dynamics simulations (Obot & Gasem, 2014). Similarly, Saha et al. (2016) in "Journal of Molecular Liquids" conducted a comparative study on pyrazine derivatives as corrosion inhibitors using density functional theory and molecular dynamics simulation (Saha et al., 2016).

Organic Optoelectronic Materials

Pyrazine is a crucial molecular scaffold in organic optoelectronic materials. Meti et al. (2017) in "RSC Advances" reported efficient methods for synthesizing dipyrrolopyrazine and pyrrolothieno-pyrazine derivatives, vital in organic optoelectronics, indicating the potential of pyrazine derivatives in this field (Meti et al., 2017).

Photovoltaic Devices

Thieno[3,4-b]pyrazine-based monomers have been synthesized for use in photovoltaic devices. Zhou et al. (2010) in "Macromolecules" discussed the synthesis of thieno[3,4-b]pyrazine-based and 2,1,3-benzothiadiazole-based donor−acceptor copolymers and their application in photovoltaic devices (Zhou et al., 2010).

Molecular Dynamics and Spectroscopy

Pyrazine derivatives have been studied for their role in molecular dynamics and spectroscopy. Raab et al. (1999) in "Journal of Chemical Physics" explored the molecular dynamics of pyrazine after excitation to the S2 electronic state, using a model incorporating all 24 vibrational modes of the molecule (Raab et al., 1999).

Coordination Chemistry and Supramolecular Interactions

Pyrazine derivatives play a significant role in coordination chemistry and supramolecular interactions. Notash et al. (2010) in "Inorganic Chemistry" investigated the self-assembly of a flexible tritopic pyrazine-pyridine ligand with HgX(2), demonstrating different roles of coordinated chloride and bromide anions in forming architecturally distinct coordination polymers (Notash et al., 2010).

Safety And Hazards

This compound is classified as Acute toxicity, oral (Category 4), H302; Skin corrosion/irritation (Category 2), H315; Serious eye damage/eye irritation (Category 2B), H320; Specific target organ toxicity, single exposure; Respiratory tract irritation (Category 3), H335. It is harmful if swallowed, causes skin and eye irritation, and may cause respiratory irritation.

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