2-Pyridinol
[CAS# 72762-00-6]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound >> Hydroxypyridine
• Name: 2-Pyridinol
• Synonyms: 2-Hydroxypyridine; Pyridin-2-ol
• Molecular Formula: C₅H₅NO
• Molecular Weight: 95.10
• CAS Registry Number: 72762-00-6
• EC Number: 276-824-1
• SMILES: C1=CC(=O)NC=C1

Properties

• Density: 1.39 g/mL
• Melting point: 105-107 ºC
• Boiling point: 280-281 ºC
• Flash point: 210 ºC

Safety Data

• Hazard Symbols: GHS06;GHS07 Danger
• Hazard Statements: H301-H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P270-P271-P280-P301+P316-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Discovory and Applicatios

2-Pyridinol, also known as 2-hydroxypyridine, was first synthesized and identified in the early 20th century as part of research into the chemistry of pyridine derivatives. Its discovery stemmed from efforts to explore the reactivity and properties of heterocyclic compounds, particularly those containing nitrogen. Through synthetic organic chemistry methods, researchers successfully synthesized 2-pyridinol from pyridine, achieving its isolation and characterization. This compound's simple yet versatile structure, featuring a hydroxyl group attached to a pyridine ring, sparked interest in its potential applications across various fields, including pharmaceuticals, agrochemicals, and industrial chemistry.

2-Pyridinol serves as a key intermediate in the synthesis of pharmaceutical compounds. Its functional groups allow for the introduction of additional substituents, enabling the creation of diverse pharmacological agents. Researchers explore its potential in developing drugs targeting various therapeutic areas, including cardiovascular diseases, inflammation, and central nervous system disorders.

Due to its ability to form complexes with metal ions, 2-pyridinol is utilized as a chelating agent in chemical analysis and industrial processes. It forms stable complexes with metal ions such as iron, copper, and zinc, which find applications in metal extraction, wastewater treatment, and metal ion detection.

In the agrochemical industry, 2-pyridinol derivatives are employed as active ingredients in pesticides and herbicides. These compounds exhibit herbicidal, fungicidal, and insecticidal properties, making them effective in protecting crops from pests and diseases. The synthesis and optimization of 2-pyridinol-based agrochemicals contribute to improving agricultural productivity and sustainability.

2-Pyridinol is studied in coordination chemistry for its coordination behavior with metal ions. Its ability to coordinate with various metals influences the stability and reactivity of metal complexes, which has implications in catalysis, materials science, and bioinorganic chemistry.

In organic synthesis, 2-pyridinol serves as a versatile solvent and catalyst. Its polar nature and hydrogen-bonding capabilities make it suitable for promoting chemical reactions and dissolving polar compounds. Additionally, it can act as a mild Lewis acid catalyst in organic transformations, facilitating the synthesis of complex molecules.

2-Pyridinol finds applications in various industrial processes, including the production of polymers, pharmaceutical intermediates, and specialty chemicals. Its use as a building block in organic synthesis contributes to the development of novel materials and chemical products for industrial applications.