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2-Hydroxy-4-nitroacetophenone

Updated: 2026-08-02

Overview

2-Hydroxy-4-nitroacetophenone is an organic compound primarily used as an intermediate in chemical synthesis. It features a nitro group and a hydroxyl group attached to an acetophenone backbone, making it valuable in pharmaceutical and dye industries. This compound is synthesized through nitration of 2-hydroxyacetophenone, yielding a yellow crystalline powder. Its reactivity and functional groups allow for further derivatization, making it a versatile building block in organic chemistry.

Physical and Chemical Properties

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2-Hydroxy-4-nitroacetophenone is a yellow crystalline solid with a molecular weight of 181.15 g/mol. It has a melting point of 95-97°C and is soluble in common organic solvents like ethanol and acetone. The presence of both hydroxyl and nitro groups contributes to its reactivity. It can participate in electrophilic substitution reactions and serve as a precursor for more complex molecules. Its solubility in water is limited, but it dissolves well in polar organic solvents.

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Main Applications

This compound is widely used in the synthesis of pharmaceuticals, particularly as an intermediate for active pharmaceutical ingredients (APIs). Its nitro group can be reduced to an amine, enabling further functionalization. In addition to pharmaceuticals, 2-hydroxy-4-nitroacetophenone is employed in dye manufacturing, where its structure contributes to color-forming reactions. It is also used in research laboratories for organic synthesis projects.

Safety and Storage

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2-Hydroxy-4-nitroacetophenone should be handled with care due to its potential irritant properties. Proper personal protective equipment (PPE), including gloves and goggles, is recommended during handling. Storage should be in a cool, dry place, away from incompatible substances like strong oxidizers. Containers must be tightly sealed to prevent moisture absorption and degradation.

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B2B Procurement Guide

When procuring 2-hydroxy-4-nitroacetophenone, buyers should prioritize suppliers with a proven track record in chemical manufacturing. Purity levels (typically 98% or higher) should be verified via certificates of analysis (CoA). Bulk purchases may offer cost advantages, but storage capacity and shelf life should be considered. Compliance with regional chemical regulations (e.g., REACH, TSCA) is essential for international transactions.

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