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3,5-Dinitrobenzoic acid

Updated: 2026-07-22

Overview

3,5-Dinitrobenzoic Acid (DNBA) is an organic compound belonging to the class of nitrobenzoic acids. It is characterized by two nitro groups attached to the benzene ring at the 3 and 5 positions, which significantly influence its chemical reactivity. The compound is primarily synthesized through nitration of benzoic acid derivatives. DNBA finds utility across multiple industries due to its distinctive chemical properties. In laboratory settings, it serves as a derivatization agent for characterizing organic compounds, particularly in identifying alcohols and amines through esterification reactions. The presence of electron-withdrawing nitro groups enhances its acidity compared to unsubstituted benzoic acid.

Physical and Chemical Properties

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As a yellow crystalline solid, 3,5-Dinitrobenzoic Acid demonstrates moderate solubility in polar organic solvents but limited solubility in water. The compound's high density (1.68 g/cm³) and defined melting point (202-205°C) make it easily identifiable in quality control processes. Its crystalline structure contributes to stability under normal storage conditions. The chemical behavior of DNBA is dominated by its aromatic carboxylic acid functionality and electron-deficient aromatic ring. The nitro groups make the compound a strong oxidizing agent, capable of violent reactions with reducing substances. This property necessitates careful handling procedures to prevent hazardous situations. The acid's pKa is significantly lower than benzoic acid due to the nitro groups' electron-withdrawing effects.

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Main Applications

In analytical chemistry, 3,5-Dinitrobenzoic Acid is valued for its role in qualitative organic analysis. It forms crystalline derivatives with various functional groups that have characteristic melting points, aiding in compound identification. Pharmaceutical researchers utilize DNBA as a building block for more complex molecules, particularly in developing nitroaromatic compounds with potential biological activity. The chemical industry employs DNBA in specialized synthesis processes where its nitro groups can be selectively reduced or further functionalized. Some formulations use it as a mild oxidizing agent or acidity regulator in controlled reaction environments. Recent research explores its potential in materials science for creating novel polymers with specific electronic properties.

Safety and Storage

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Proper handling of 3,5-Dinitrobenzoic Acid requires comprehensive safety measures due to its oxidizing nature and irritant properties. Laboratories should equip personnel with nitrile gloves, safety goggles, and lab coats when working with this compound. A chemical fume hood is essential for procedures generating dust or heated solutions. Storage recommendations include keeping containers tightly sealed in secondary containment, away from heat sources and incompatible materials like reducing agents. The compound should be maintained at room temperature in a dry environment to prevent decomposition. Facilities must maintain appropriate firefighting equipment as DNBA can intensify combustion in fire situations.

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B2B Procurement Guide

When sourcing 3,5-Dinitrobenzoic Acid for commercial use, buyers should specify required purity grades (typically 98-99% for most applications) and preferred packaging options (often 25kg drums or custom quantities). Reputable suppliers provide certificates of analysis detailing assay purity, moisture content, and residue tests. Procurement professionals should verify compliance with regional chemical regulations (REACH, TSCA, etc.) and request complete safety documentation including SDS. For international shipments, inquire about proper hazardous material classification and transportation requirements. Consider supplier capabilities for custom purity grades or particle size specifications if needed for specialized applications.

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