2-Chloro-5-nitropyridine (CAS 4548-45-2) is a highly functionalized heteroaromatic compound widely used as a versatile intermediate in pharmaceutical and agrochemical synthesis. With the molecular formula C5H3ClN2O2 and a molar mass of 158.54 g/mol, this compound is recognized for its strong electron-withdrawing substituents and high reactivity in nucleophilic aromatic substitution and metal-catalyzed transformations.
The compound appears as a yellow crystalline solid, featuring a melting point of 105–108℃. It is sparingly soluble in water, but dissolves more readily in common organic solvents, making it suitable for a wide range of synthetic applications. The presence of a nitro group at the 5-position and a chloro group at the 2-position significantly deactivates the aromatic ring toward electrophilic substitution while greatly enhancing its susceptibility to nucleophilic attack, allowing efficient functionalization through SNAr reactions.
Key Features
Chemical Name: 2-Chloro-5-nitropyridine
CAS: 4548-45-2
Appearance: Yellow powder
Melting Point: 105–108°C
Molecular Formula: C5H3ClN2O2
Molar Mass: 158.54 g/mol
Applications
1. Pharmaceutical Intermediates
2-Chloro-5-nitropyridine is commonly used in the synthesis of drug intermediates and active pharmaceutical ingredients (APIs). Its electron-deficient heterocyclic structure allows efficient substitution and functional-group introduction, supporting the development of antimicrobial, antiviral, and CNS-active agents.
2. Agrochemical Synthesis
The compound serves as a key precursor in the production of herbicides, fungicides, and insecticides. Its reactivity provides a reliable platform for constructing biologically active molecules with high performance in crop protection.
3. Organic Synthesis & Research
Due to its strong SNAr reactivity, it is frequently employed in the preparation of pyridine-based ligands, catalysts, dyes, and fine chemicals. It also participates effectively in Suzuki, Buchwald–Hartwig, and other cross-coupling reactions.
2-Chloro-5-nitropyridine CAS: 4548-45-2 is an essential building block for modern chemical innovation. We supply high-quality materials to support your research, development, and manufacturing needs. Contact us for detailed specifications, samples, and quotations.
