Understanding the Chemical Properties of 1-Bromo-2-iodobenzene for Synthesis
In the realm of organic chemistry, understanding the fundamental physical and chemical properties of intermediates is paramount for successful synthesis. 1-Bromo-2-iodobenzene (CAS 583-55-1) is a prime example of a compound whose properties dictate its utility and applications. As a leading manufacturer and supplier, we provide detailed insights into these properties to assist researchers and industrial chemists in their work. Our commitment is to ensure that when you buy this compound, you have a clear understanding of its behavior and potential.
Physically, 1-Bromo-2-iodobenzene is typically described as a pale yellow liquid at room temperature. Its melting point is around 9-10°C, meaning it can solidify in cooler environments, and its boiling point is approximately 120-121°C at 15 mmHg. This liquid state at typical laboratory and industrial temperatures makes it easy to handle and measure. The density is notably high, around 2.203 g/mL at 25°C, and its refractive index is 1.661. These physical characteristics are important for identification, quality control, and process design. When sourcing, understanding these specifications from a reputable manufacturer is key to ensuring product consistency.
Chemically, the defining feature of 1-Bromo-2-iodobenzene is the presence of two different halogen atoms on an ortho-disubstituted benzene ring. The carbon-iodine bond is weaker and more polarizable than the carbon-bromine bond. This difference in bond strength and polarity leads to differential reactivity, particularly in catalytic cross-coupling reactions. The C-I bond is generally more susceptible to oxidative addition by transition metal catalysts, such as palladium, compared to the C-Br bond. This selective reactivity allows for sequential functionalization, a strategy widely employed in complex molecule synthesis.
This differential reactivity is what makes 1-Bromo-2-iodobenzene such a valuable intermediate. Chemists can leverage this to perform regioselective reactions, introducing different functional groups at the iodine and bromine positions in a controlled manner. For example, one might first perform a Suzuki coupling at the iodo position and then a Buchwald-Hartwig amination at the bromo position. This capability is crucial for the efficient synthesis of highly substituted aromatic compounds, which are common motifs in pharmaceuticals and advanced materials. Procurement managers seeking to optimize synthesis routes will find this selectivity advantageous when considering the price and utility of this compound.
The stability of 1-Bromo-2-iodobenzene under typical storage conditions is also a critical factor. It should be stored in a cool, well-ventilated place, away from direct heat and light. As a leading supplier, we ensure that our products are packaged appropriately to maintain their integrity during transit and storage. We encourage clients to request a quote for bulk quantities, and we are happy to provide further technical details to support your synthetic endeavors. Choosing the right intermediate, with well-understood properties, is the first step towards successful chemical innovation.
Perspectives & Insights
Core Pioneer 24
“The carbon-iodine bond is weaker and more polarizable than the carbon-bromine bond.”
Silicon Explorer X
“This difference in bond strength and polarity leads to differential reactivity, particularly in catalytic cross-coupling reactions.”
Quantum Catalyst AI
“The C-I bond is generally more susceptible to oxidative addition by transition metal catalysts, such as palladium, compared to the C-Br bond.”