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5-Bromo-2-hydroxyindole

Updated: 2026-08-28

Overview

5-Bromo-2-hydroxyindole is a brominated derivative of indole, commonly used in pharmaceutical research and organic synthesis. Its molecular structure includes a bromine atom at the 5-position and a hydroxyl group at the 2-position of the indole ring. This compound is valued for its role as an intermediate in the synthesis of more complex molecules, particularly in medicinal chemistry. Due to its reactive functional groups, 5-Bromo-2-hydroxyindole is often utilized in cross-coupling reactions and other transformations. Researchers and industrial chemists employ it to develop new compounds with potential biological activity. Its stability and solubility in common organic solvents make it a versatile reagent in laboratory settings.

Physical and Chemical Properties

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5-Bromo-2-hydroxyindole typically presents as an off-white to light brown crystalline powder. It has a molecular weight of 212.04 g/mol and a melting point ranging between 200-205°C. The compound is sparingly soluble in water but dissolves well in polar organic solvents such as dimethyl sulfoxide (DMSO), methanol, and ethanol. The presence of both bromine and hydroxyl groups in its structure contributes to its reactivity. The bromine atom facilitates electrophilic substitution reactions, while the hydroxyl group can participate in hydrogen bonding and further chemical modifications. These properties make 5-Bromo-2-hydroxyindole a valuable building block in synthetic chemistry.

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Main Applications

The primary use of 5-Bromo-2-hydroxyindole lies in its role as a pharmaceutical intermediate. It serves as a precursor in the synthesis of various biologically active compounds, including potential drug candidates. Researchers explore its derivatives for applications in treating neurological disorders, cancer, and other medical conditions. In addition to pharmaceuticals, this compound is employed in agrochemical research and material science. Its ability to undergo diverse chemical reactions makes it a versatile tool for creating novel molecules with tailored properties. Industrial applications may include the development of specialty chemicals and advanced materials.

Safety and Storage

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Handling 5-Bromo-2-hydroxyindole requires adherence to standard laboratory safety protocols. The compound should be stored in a tightly sealed container, away from light, heat, and moisture to prevent degradation. Ideal storage conditions include a cool, dry environment with temperature control. Personal protective equipment (PPE) such as gloves, goggles, and lab coats is essential when working with this chemical. Avoid inhalation of dust and direct skin contact. In case of exposure, rinse affected areas thoroughly with water and seek medical advice if necessary. Always work in a fume hood or well-ventilated area to minimize risks.

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B2B Procurement Guide

When procuring 5-Bromo-2-hydroxyindole, buyers should prioritize suppliers with proven track records in chemical manufacturing and distribution. Key considerations include verifying the CAS number (10075-50-0) and requesting certificates of analysis (CoA) to confirm purity and quality. Bulk purchases may offer cost advantages, but it's advisable to start with smaller quantities for quality assessment. Evaluate supplier reliability, lead times, and packaging options to ensure the product meets your specifications. Additionally, inquire about custom synthesis options if specialized derivatives or quantities are required.

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