1008737-00-5 | (2-Trifluoromethyl-pyridin-4-yl)-acetic acid

CAS:1008737-00-5 | (2-Trifluoromethyl-pyridin-4-yl)-acetic acid,Description

2-(Trifluoromethyl)pyridine-4-acetic acid is a chemical compound with the molecular formula C8H6F3NO2. It is used as a pharmaceutical intermediate.

Synthesis Analysis

The synthesis of trifluoromethylpyridines, including 2-(Trifluoromethyl)pyridine-4-acetic acid, is a key structural motif in active agrochemical and pharmaceutical ingredients. One of the representative synthetic methods is a cyclocondensation reaction starting from a compound derived from Vilsmeier salt.

Molecular Structure Analysis

The molecular structure of 2-(Trifluoromethyl)pyridine-4-acetic acid can be found in various databases such as PubChem. For a more detailed analysis, spectroscopic studies and molecular structure investigations can be conducted.

Chemical Reactions Analysis

The chemical reactions involving 2-(Trifluoromethyl)pyridine-4-acetic acid are complex and can involve various intermediates. The biological activities of these derivatives are thought to be due to the combination of the unique physicochemical properties of the fluorine atom and the unique characteristics of the pyridine moiety.

Physical And Chemical Properties Analysis

The physical and chemical properties of 2-(Trifluoromethyl)pyridine-4-acetic acid can be found in databases like PubChem. These properties include its molecular structure, chemical names, classification, and more.

Scientific Research Applications

Metalation and Functionalization

2-(Trifluoromethyl)pyridine can be selectively metalated and subsequently carboxylated or otherwise functionalized at various positions. This process enables the preparation of trifluoromethyl-substituted pyridinecarboxylic acids and quinolinecarboxylic acids in a straightforward manner (Schlosser & Marull, 2003).

Antimicrobial Activity

1,2,4-Triazine derivatives, synthesized using pyridine-2-(1H)-one derivatives in the presence of acetic acid, show significant antimicrobial effects. These derivatives, including those related to 2-(trifluoromethyl)pyridine-4-acetic acid, have been studied for their antibacterial and antifungal activities (Shokoohian et al., 2020).

Coordination Polymers

Pyridine-2,4,6-tricarboxylic acid reacts with Zn(II) salts to form coordination polymers and metallomacrocycles, demonstrating the reactivity and potential application in material sciences (Ghosh, Savitha, & Bharadwaj, 2004).

Corrosion Inhibition

[(2-Pyridin-4-ylethyl)thio]acetic acid, related to 2-(trifluoromethyl)pyridine-4-acetic acid, has been studied for its effectiveness in inhibiting steel corrosion in acidic solutions. This application is crucial in industrial maintenance (Bouklah et al., 2005).

Synthesis of Functionalized Pyridines

The synthesis of 2,4,6-trisubstituted pyridines from (phenylthio)acetic acid and α,β-unsaturated ketimines involves several steps, including Michael addition and lactamization. This process highlights the versatility of pyridine-based compounds in chemical synthesis (Stark et al., 2013).

Photophysical Properties

Cyclopalladated complexes of 4-aryl-2,1,3-benzothiadiazoles, which can be synthesized from pyridine derivatives, exhibit interesting photophysical properties. These properties are significant for applications in material science and photodynamic therapy (Mancilha et al., 2011).

Safety And Hazards

2-(Trifluoromethyl)pyridine-4-acetic acid is considered hazardous according to the 2012 OSHA Hazard Communication Standard. It’s recommended to avoid contact with skin and eyes, formation of dust and aerosols, and to provide appropriate exhaust ventilation at places where dust is formed.

Future Directions

Trifluoromethylpyridines, including 2-(Trifluoromethyl)pyridine-4-acetic acid, have been used in the agrochemical and pharmaceutical industries. It is expected that many novel applications of trifluoromethylpyridines will be discovered in the future.

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