Product Description
2-Chloro-3-nitropyridine、5470-18-8
AI Product Description
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2-Chloro-3-nitropyridine is a highly valuable heterocyclic intermediate widely utilized in the pharmaceutical, agrochemical, and fine chemical industries. With the Chemical Abstracts Service (CAS) registry number 5790-86-1, this compound features a pyridine ring substituted with a chlorine atom at the second position and a nitro group at the third position. Its molecular formula is C₅H₃ClN₂O₂, corresponding to a molecular weight of approximately 158.54 g/mol. The substance typically appears as a pale yellow to light brown crystalline solid or powder, characterized by stability under standard storage conditions but requiring protection from moisture and strong oxidizing agents.
The primary utility of 2-chloro-3-nitropyridine lies in its role as a versatile building block for synthesizing complex nitrogen-containing heterocycles. Due to the high reactivity of the chlorine atom at the C-2 position, it readily undergoes nucleophilic substitution reactions with various amines, thiols, alcohols, and phenols. This property makes it an essential precursor for developing novel pyridine-based drugs, including antiviral agents, anti-inflammatory compounds, and kinase inhibitors. Furthermore, in the agricultural sector, derivatives synthesized from this intermediate contribute to the production of herbicides and fungicides designed to protect crops against specific pathogens while maintaining environmental compatibility.
Beyond medicine and agriculture, this compound serves as a critical starting material for advanced materials research, particularly in the development of organic electronic materials and luminescent dyes. The presence of both electron-withdrawing groups (nitro) and a good leaving group (chlorine) on the aromatic ring allows for precise structural modifications, enabling chemists to tune the electronic and optical properties of final products. Commercially available in high purity grades suitable for laboratory and industrial scale-up, 2-chloro-3-nitropyridine remains a cornerstone reagent for researchers aiming to expand the library of functionalized pyridine derivatives. Its efficient synthesis pathways and broad applicability ensure its continued prominence in modern organic chemistry workflows.