2-Bromo-5-chloroaniline (CAS No. 823-57-4) is an important halogenated aromatic amine widely used as an intermediate in chemical synthesis. Due to the presence of both bromine and chlorine substituents on the aniline ring, this compound exhibits enhanced reactivity and versatility, making it valuable in pharmaceuticals, agrochemicals, dyes, and specialty chemical manufacturing.
Chemical Name: 2-Bromo-5-chloroaniline
CAS Number: 823-57-4
Molecular Formula: C₆H₅BrClN
Molecular Weight: ~206.46 g/mol
Chemical Class: Halogenated aniline
The compound consists of an aniline core substituted with a bromine atom at the 2-position and a chlorine atom at the 5-position. These halogen groups significantly influence its chemical behavior, enabling selective reactions in organic synthesis.
Appearance: Light yellow to brown solid
Solubility: Slightly soluble in water; soluble in organic solvents such as ethanol, acetone, and chloroform
Stability: Stable under normal storage conditions
Reactivity: Acts as a nucleophile due to the amino group; halogen atoms enable coupling and substitution reactions
These properties make 2-Bromo-5-chloroaniline suitable for multi-step synthesis processes in laboratories and industrial settings.
1. Pharmaceutical Intermediates
2-Bromo-5-chloroaniline is widely used in the synthesis of active pharmaceutical ingredients (APIs). Its halogenated structure is valuable for producing compounds with improved biological activity and stability.
2. Agrochemicals
The compound serves as an intermediate in the production of herbicides, fungicides, and pesticides, contributing to effective crop protection solutions.
3. Dyes and Pigments
It plays a key role in the manufacture of specialty dyes and pigments used in textiles, coatings, and inks, offering enhanced color performance and durability.
4. Specialty and Fine Chemicals
Chemical manufacturers use 823-57-4 in research and development for producing advanced intermediates, custom molecules, and performance chemicals.
The presence of both bromine and chlorine atoms provides dual functionalization sites, making 2-Bromo-5-chloroaniline highly valuable in cross-coupling reactions, such as Suzuki or Buchwald–Hartwig reactions. This flexibility allows chemists to design complex molecules efficiently, especially in medicinal and material chemistry.
Use appropriate personal protective equipment (PPE) such as gloves and goggles
Handle in a well-ventilated area or fume hood
Avoid direct contact and inhalation
Store in a cool, dry place away from incompatible substances
Proper safety measures ensure safe handling during storage, transportation, and use.
823-57-4 (2-Bromo-5-chloroaniline) is a versatile and valuable chemical intermediate with wide-ranging applications across pharmaceuticals, agrochemicals, dyes, and specialty chemicals. Its unique structure, reliable reactivity, and industrial relevance make it an essential compound for chemical manufacturers and research professionals.
