2-Bromo-3-chlorotoluene

Updated: 2026-08-12

Overview

2-Bromo-3-chlorotoluene is a halogenated derivative of toluene, featuring both bromine and chlorine substituents on the aromatic ring. It serves as a versatile intermediate in organic synthesis, particularly for constructing complex molecules in pharmaceuticals and agrochemicals. Its reactivity stems from the electron-withdrawing effects of the halogens, enabling further functionalization via cross-coupling or substitution reactions. Industrially, it is produced through halogenation of toluene or via diazotization of corresponding aniline derivatives. The compound is typically supplied as a liquid with high purity (>98%) for laboratory and industrial use.

Physical and Chemical Properties

2-Bromo-3-chlorotoluene is a clear to pale yellow liquid at room temperature, with a molecular weight of 205.48 g/mol. It is soluble in common organic solvents like ethanol and ether but immiscible with water due to its hydrophobic aromatic structure. The boiling point ranges between 220-230°C, though precise values depend on atmospheric conditions. The presence of both bromine and chlorine atoms enhances its reactivity in electrophilic aromatic substitution and metal-catalyzed coupling reactions. The compound exhibits moderate stability under standard storage conditions but may degrade upon prolonged exposure to light or strong oxidizers.

Main Applications

This compound is primarily used as a building block in the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals. For example, it may serve as a precursor for herbicides or fungicides, where the halogen atoms facilitate further derivatization. In pharmaceuticals, it is employed in the preparation of heterocyclic compounds or as a scaffold for drug candidates targeting CNS disorders. Additionally, 2-bromo-3-chlorotoluene finds niche applications in material science, such as in the production of liquid crystals or organic semiconductors, where its halogenated structure influences electronic properties.

Safety and Storage

As a halogenated aromatic compound, 2-bromo-3-chlorotoluene requires careful handling. It is classified as an irritant to skin, eyes, and respiratory systems. Always use personal protective equipment (PPE), including nitrile gloves and chemical goggles, when handling. Ensure adequate ventilation to avoid vapor accumulation. Storage should be in tightly sealed, light-resistant containers under cool (below 25°C), dry conditions. Incompatible with strong oxidizers and bases. Small spills should be absorbed with inert materials (e.g., sand) and disposed of as hazardous waste according to local regulations.

B2B Procurement Guide

When procuring 2-bromo-3-chlorotoluene, prioritize suppliers with certifications like ISO 9001 or GMP compliance, especially for pharmaceutical-grade material. Key specifications to verify include purity (typically ≥98%), CAS number (57119-15-4), and absence of heavy metal contaminants. Bulk buyers should request technical data sheets (TDS) and material safety data sheets (MSDS) upfront. Prices vary by quantity and purity; negotiate contracts for long-term supply to stabilize costs. Consider logistics—ensure suppliers use appropriate packaging (e.g., amber glass bottles or lined steel drums) to prevent degradation during transit.