Basic Information:
Alias: 4-Bromoaniline, p-Bromoaniline
CAS No: 106-40-1
Molecular Formula: C6H6BrN
Molecular Weight: 172.02
Physical State:White to light yellow to light orange solid
Melting Point:56-62°C (lit.)
Boiling Point:230-250°C
Uses:Used in the manufacturing of azo dyes and organic synthesis
Employed in the preparation of dihydroquinazoline
1. Agrochemical Intermediate
4-Bromoaniline is a key intermediate in the production of various pesticides. It is used in the synthesis of several insecticides and herbicides. For example, 4-Bromoaniline is involved in producing highly effective herbicides like derivatives of 2,4-Dichlorophenoxyacetic acid (2,4-D). Additionally, it is used in the production of certain fungicides that help control fungal infections in crops, promoting healthier agricultural practices.
2. Dyes and Pigments
In the dye industry, 4-Bromoaniline plays a crucial role. It is used to synthesize various azo dyes and other types of dyes, widely applied in textiles, printing, and coatings. For instance, it is utilized in producing 4-Bromoazobenzene carboxylic acid dyes, which offer excellent lightfastness and vibrant colors, making them ideal for dyeing textiles. Furthermore, it is also employed in synthesizing polymer dyes, finding applications in the plastic and coating industries.
3. Pharmaceutical Intermediate
In the pharmaceutical field, 4-Bromoaniline serves as an intermediate in the synthesis of several drugs. It can be used to produce certain antibiotics, such as cephalosporins, which are widely used to treat bacterial infections. 4-Bromoaniline is also involved in synthesizing anticancer drugs, like some tyrosine kinase inhibitors, which are effective against certain types of cancer. Moreover, it is utilized in the development of antidepressants and antitubercular drugs.
4. Organic Synthesis
4-Bromoaniline is a common reagent in organic synthesis, participating in various organic reactions, such as coupling and substitution reactions, to synthesize more complex organic molecules. For example, through Suzuki coupling reactions with boronic acids, it can form various functionalized aromatic compounds. The bromine atom in 4-Bromoaniline can also be involved in Grignard reactions to synthesize nitrogen-containing heterocyclic compounds, which are significant in pharmaceutical chemistry.
5. Electronic Materials
4-Bromoaniline has applications in the field of electronic materials. It can be used to synthesize functional materials such as conductive polymers and organic semiconductors. Through polymerization, 4-Bromoaniline forms conductive polyaniline, a material extensively used in modern electronic devices like batteries, sensors, and electroluminescent devices. Additionally, modified 4-Bromoaniline is used to create high-performance organic thin-film transistor materials, with potential applications in flexible electronics and next-generation displays.
4-Bromoaniline is a versatile and important chemical with broad applications in agrochemicals, dyes, pharmaceuticals, organic synthesis, and electronic materials. With the advancement of technology and the expansion of application areas, the demand and potential uses of 4-Bromoaniline are expected to increase, offering promising prospects for its future development.