Product Description
pharmaceutical intermediates
AI Product Description
*The following content is generated by AI and is for reference only.
1-Bromo-4-iodobenzene is a versatile halogenated aromatic compound widely utilized in organic synthesis and pharmaceutical research. Its molecular formula is C6H4BrI, reflecting the presence of one bromine atom and one iodine atom substituted at the para positions of a benzene ring. The Chemical Abstracts Service (CAS) registry number for this specific chemical is 2958-07-2. This compound serves as a crucial building block in cross-coupling reactions, particularly Suzuki-Miyaura, Heck, and Sonogashira couplings, due to the distinct reactivity differences between the carbon-bromine and carbon-iodine bonds.
The primary advantage of using 1-bromo-4-iodobenzene lies in its chemoselectivity. In multi-step synthesis, the carbon-iodine bond is significantly more reactive toward oxidative addition than the carbon-bromine bond under palladium catalysis. This allows chemists to selectively functionalize the iodine position first while leaving the bromine group intact for subsequent modifications. This sequential reactivity is indispensable for constructing complex biaryl structures, heterocycles, and conjugated systems found in advanced materials.
In the pharmaceutical industry, this molecule acts as an intermediate for synthesizing bioactive compounds, including kinase inhibitors and anti-inflammatory agents. Furthermore, it plays a vital role in the development of organic electronic materials, such as OLEDs and organic semiconductors, where precise control over molecular structure dictates optoelectronic properties. Researchers also employ it in the preparation of labeled standards for analytical chemistry.
Commercially available as a white to off-white crystalline solid, 1-bromo-4-iodobenzene requires standard safety precautions during handling, including the use of personal protective equipment and proper ventilation, as halogenated aromatics can be irritants. Its high purity grades are essential for sensitive catalytic processes to ensure optimal yields and minimize side reactions. Overall, 1-bromo-4-iodobenzene remains an essential reagent for synthetic chemists aiming to build sophisticated molecular architectures with high efficiency and precision.