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2-Nitroguaiacol

Updated: 2026-07-21

Overview

Nitroguaiacol (4-Nitro-2-methoxyphenol) is an organic compound belonging to the class of aromatic nitro compounds. It features both a nitro group (-NO2) and a methoxy group (-OCH3) attached to a phenolic ring structure. This compound is primarily synthesized for use as an intermediate in chemical manufacturing processes. The chemical finds niche applications in specialized organic synthesis routes, particularly where controlled nitration patterns are required. Its structural features make it useful for creating more complex molecules in pharmaceutical and dye chemistry.

Physical and Chemical Properties

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Nitroguaiacol typically presents as a yellow to pale brown crystalline solid at room temperature. The compound demonstrates moderate thermal stability with a melting point around 90-92°C. Its solubility profile shows good dissolution in common organic solvents like ethanol and acetone, but limited water solubility. Chemically, the presence of both electron-withdrawing (nitro) and electron-donating (methoxy) groups creates interesting reactivity patterns. The compound can participate in various organic reactions including nucleophilic aromatic substitution and reduction reactions. Its stability under normal storage conditions makes it relatively easy to handle in industrial settings.

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Main Applications

The primary use of nitroguaiacol is as a building block in organic synthesis. It serves as an intermediate in the production of more complex chemical compounds, particularly in the pharmaceutical industry where modified phenol derivatives are often needed. In industrial applications, the compound finds use in dye manufacturing where its nitro-aromatic structure contributes to color development. Some research applications utilize nitroguaiacol as a model compound for studying nitrophenol chemistry or as a reagent in specialized synthetic pathways.

Safety and Storage

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As with many nitro-aromatic compounds, nitroguaiacol requires careful handling. It can cause skin and eye irritation upon contact, and appropriate personal protective equipment (gloves, goggles, lab coat) should always be used. The compound should be stored in tightly sealed containers away from heat sources and strong oxidizers. For bulk storage, maintain in a cool, dry environment with adequate ventilation. The compound is not considered highly volatile but may form dust that should be controlled to prevent inhalation exposure. Spill procedures should include containment and collection using appropriate absorbent materials.

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B2B Procurement Guide

When sourcing nitroguaiacol commercially, buyers should clearly specify required purity levels (typically 97% minimum) and preferred packaging (often 25kg drums or custom quantities). Technical grade may be suitable for some industrial applications, while research uses may require higher purity specifications. Reliable suppliers should provide full analytical documentation including HPLC or GC purity analysis. Buyers should verify the CAS number (3251-56-7) to ensure correct product identification, as similar nitrophenol derivatives exist. Lead times can vary depending on production schedules, so advance planning is recommended for consistent supply chain management.

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