2-Bromo-5-chloroaniline is an important halogenated aromatic compound widely used in organic synthesis and the pharmaceutical industry. With its unique chemical structure containing both bromine and chlorine substituents on an aniline ring, it serves as a valuable building block for the preparation of more complex molecules. Identified by the CAS number 823-57-4, this compound is frequently used in drug discovery, agrochemical research, and dye intermediates.
IUPAC Name: 2-Bromo-5-chloroaniline
Molecular Formula: C6H5BrClN
Molecular Weight: 206.47 g/mol
Appearance: Typically a crystalline solid or light-colored powder
Functional Groups:
Amino group (-NH2): Enables reactivity in condensation and coupling reactions.
Bromo and Chloro substituents: Provide selective reactivity for substitution and cross-coupling reactions.
The dual halogenation makes this compound highly versatile for further chemical modifications.
Pharmaceuticals
2-Bromo-5-chloroaniline is used as a starting material in the synthesis of biologically active molecules. Its halogenated ring structure makes it suitable for preparing compounds with antimicrobial, anti-inflammatory, or anticancer potential.
Agrochemicals
It serves as an intermediate in the development of herbicides, insecticides, and fungicides. The presence of bromine and chlorine enhances biological activity against pests and weeds.
Dyes and Pigments
Its aromatic amine functionality makes it useful in producing specialty dyes and pigments for textiles and coatings.
Material Science
In advanced research, it is employed for synthesizing functionalized polymers and electronic materials.
Like many halogenated anilines, 2-Bromo-5-chloroaniline should be handled with care:
Hazards: May cause irritation to skin, eyes, and respiratory tract. Prolonged exposure can be harmful.
Protective Measures: Use gloves, goggles, and proper ventilation during handling.
Storage: Store in a cool, dry place away from strong oxidizing agents.
2-Bromo-5-chloroaniline (CAS: 823-57-4) is a significant intermediate in the fields of pharmaceuticals, agrochemicals, and dyes. Its dual halogen substitution and amino group provide multiple pathways for chemical transformations, making it an essential compound in both industrial and research applications. Proper safety practices are important to ensure safe handling, but when used correctly, it continues to play a vital role in innovative chemical development.
