2-Hydroxy-5-bromopyridine

Updated: 2026-07-18

Overview

5-Bromo-2-hydroxypyridine is a brominated derivative of pyridine, featuring a hydroxyl group at the 2-position. It serves as a versatile intermediate in organic synthesis, particularly in pharmaceuticals and agrochemicals. The compound's reactivity and structural features make it valuable for constructing complex molecules. Its synthesis typically involves bromination of 2-hydroxypyridine, followed by purification. The product is widely supplied by chemical manufacturers specializing in fine chemicals and custom synthesis.

Physical and Chemical Properties

This compound appears as a white to off-white crystalline powder with a molecular weight of 174.00 g/mol. It has a melting point range of 125-130°C and is soluble in polar organic solvents like ethanol and DMSO, though its water solubility is limited. The presence of both bromine and hydroxyl groups on the pyridine ring enhances its reactivity, enabling participation in substitution and coupling reactions. Its stability under normal storage conditions makes it suitable for industrial use.

Main Applications

5-Bromo-2-hydroxypyridine is primarily used as a building block in pharmaceutical synthesis, contributing to the production of APIs and bioactive molecules. Its bromine atom facilitates further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. In agrochemicals, it acts as an intermediate for herbicides and fungicides. Researchers also employ it in material science for designing ligands and coordination complexes.

Safety and Storage

While not classified as highly hazardous, the compound requires careful handling due to potential irritation to skin, eyes, and respiratory systems. Always use personal protective equipment (PPE) and work in a well-ventilated area. Storage should be in a tightly sealed container, away from moisture and direct sunlight. Compatibility with common storage materials like glass and HDPE ensures long-term stability.

B2B Procurement Guide

When sourcing 5-Bromo-2-hydroxypyridine, prioritize suppliers with certifications (e.g., ISO, GMP) to ensure quality and traceability. Request certificates of analysis (CoA) specifying purity (typically ≥98%) and impurity profiles. Bulk procurement may offer cost advantages, but verify scalability of production. Lead times vary; confirm availability with suppliers, especially for customized quantities or packaging (e.g., drums vs. kg bags).