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2-Methyl-4-bromophenol

Updated: 2026-08-03

Overview

2-Methyl-4-bromophenol is a brominated derivative of phenol, featuring a methyl group at the 2-position and a bromine atom at the 4-position of the aromatic ring. It serves as a versatile intermediate in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. The compound's reactivity stems from its phenolic hydroxyl group and bromine substituent, enabling further functionalization. Industrial production typically involves bromination of 2-methylphenol (o-cresol) under controlled conditions. The compound is commercially available in bulk quantities for B2B buyers, with purity levels typically ranging from 98% to 99.5%. Its role as a building block in complex molecules makes it valuable for specialized chemical manufacturing.

Physical and Chemical Properties

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2-Methyl-4-bromophenol presents as a white to off-white crystalline solid with a characteristic phenolic odor. Its melting point falls within the range of 50–52°C, and it exhibits moderate solubility in polar organic solvents like ethanol and acetone. The bromine atom enhances its electrophilic properties, making it useful in substitution reactions. The compound's stability is affected by exposure to light and oxidizing agents, which may lead to decomposition. Its phenolic group confers weak acidity (pKa ~10), allowing for salt formation under basic conditions. Spectroscopic data (IR, NMR) typically show peaks consistent with aromatic bromine and hydroxyl functional groups, aiding in quality control.

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Main Applications

In the pharmaceutical industry, 2-methyl-4-bromophenol is employed as an intermediate in the synthesis of active pharmaceutical ingredients (APIs), particularly those with antibacterial or antifungal properties. Its structure is incorporated into more complex molecules through coupling or further halogenation reactions. Agrochemical manufacturers utilize this compound to produce herbicides and pesticides, where the bromine atom enhances bioactivity. Additionally, it finds niche use in dye synthesis, contributing to the chromophore structure of certain azo dyes. Research laboratories may also use it as a reagent for specialized organic transformations.

Safety and Storage

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As a brominated phenol, 2-methyl-4-bromophenol requires careful handling to minimize health risks. It is classified as an irritant to skin, eyes, and respiratory system. Personal protective equipment (PPE) such as gloves, goggles, and lab coats are mandatory during handling. In case of exposure, affected areas should be flushed with water immediately. Storage recommendations include keeping the material in tightly sealed containers under inert atmosphere when possible. It should be stored away from strong oxidizers and bases to prevent hazardous reactions. Shelf life is typically 2–3 years when stored under optimal conditions, with periodic checks for discoloration or clumping.

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B2B Procurement Guide

For bulk procurement, buyers should prioritize suppliers with documented quality control processes and batch-specific certificates of analysis (CoA). Key parameters to verify include purity (HPLC assay), residual solvents, and heavy metal content. Packaging options range from 25 kg drums to custom quantities for large-scale production needs. Logistics considerations include temperature control during summer months to prevent melting, and compliance with transportation regulations for halogenated compounds. Many suppliers offer just-in-time delivery or contract manufacturing services for tailored solutions. Negotiating long-term supply agreements can secure stable pricing and priority allocation during market shortages.

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