Understanding the fundamental chemistry of the materials we use is crucial for innovation, especially in fields like advanced materials and pharmaceuticals. 1,3,5-Tris(4-iodophenyl)benzene (CAS: 151417-38-8) is a compound that exemplifies this, offering a unique combination of structural rigidity and reactive functional groups. As a key intermediate, its chemical properties dictate its utility, and sourcing it from a reputable manufacturer ensures you receive material that meets stringent specifications.

Chemical Structure and Physical Properties

1,3,5-Tris(4-iodophenyl)benzene (C24H15I3) presents a distinctive molecular architecture: a central benzene ring symmetrically substituted at the 1, 3, and 5 positions with phenyl rings, each bearing an iodine atom at its para position. This arrangement results in a propeller-like or star-shaped conformation. Typically, this compound appears as a white powder, with a reported melting point range of 254-260ºC. Its molecular weight is approximately 684.09 g/mol, and it possesses a density of about 1.946 g/cm³.

Stability and Reactivity: The Iodine Advantage

A significant aspect of its chemical profile is its stability. The compound is noted to be stable under normal temperatures and pressures, making it relatively easy to handle and store, although specific storage conditions (e.g., keeping it cool and dry) are often recommended by suppliers to maintain optimal quality. The real chemical power of 1,3,5-Tris(4-iodophenyl)benzene lies in the reactivity of its three iodine atoms. These iodine substituents are excellent leaving groups and are highly amenable to a wide array of transition-metal-catalyzed cross-coupling reactions, such as:

  • Suzuki-Miyaura Coupling: Reacting with boronic acids or esters to form new carbon-carbon bonds, crucial for extending conjugated systems and building complex aromatic structures.
  • Sonogashira Coupling: Reacting with terminal alkynes to introduce alkynyl groups, useful for creating rigid molecular backbones and pi-conjugated systems.
  • Stille Coupling: Reacting with organostannanes, another versatile method for carbon-carbon bond formation.

These reactions allow chemists to precisely attach various functional groups or link multiple units together, making it an indispensable tool for synthesizing advanced materials.

Key Application Areas

The combination of its structure and reactivity makes 1,3,5-Tris(4-iodophenyl)benzene a valuable intermediate in several high-tech fields:

  • OLED Materials: It serves as a precursor for host materials, charge transport layers, and emissive components in OLED devices, contributing to their efficiency and longevity.
  • Materials Science: Used in the synthesis of porous organic frameworks (like COFs and MOFs), dendrimers, and polymers with tailored electronic and optical properties.
  • Organic Synthesis: A versatile building block for creating complex organic molecules, including pharmaceuticals and specialty chemicals, where precise molecular construction is required.

Sourcing from a Reliable Manufacturer

When you look to buy 1,3,5-Tris(4-iodophenyl)benzene, it is imperative to source it from a manufacturer that guarantees high purity (often 95%min or higher) and stability. Reputable chemical suppliers in China provide detailed specifications and COAs, ensuring that the material you purchase meets your exact needs for synthesis and application development. Getting a quote for CAS 151417-38-8 from such a manufacturer is the first step towards leveraging its unique chemical properties for your projects.