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The Chemical Properties and Applications of 9-Bromoanthracene (CAS 1564-64-3)

In the realm of advanced materials science and organic chemistry, specific molecular intermediates play a pivotal role in enabling technological advancements. 9-Bromoanthracene, identified by its CAS number 1564-64-3, is one such critical compound. Its unique chemical structure and properties have made it indispensable in the development of organic electronics, particularly in Organic Light-Emitting Diodes (OLEDs), and in the synthesis of complex polycyclic aromatic hydrocarbons (PAHs).

Chemical and Physical Characteristics of 9-Bromoanthracene

Understanding the intrinsic properties of 9-Bromoanthracene is fundamental for its effective utilization. Key characteristics include:

  • Molecular Formula: C14H9Br
  • Molecular Weight: Approximately 257.13 g/mol
  • Appearance: Typically found as a yellow to greenish-yellow powder or crystalline solid. Some sources also report it as a white powder, though yellow hues are more common.
  • Melting Point: Reported in the range of 97-100 °C, although some sources indicate slightly higher ranges like 103-107 °C. This moderate melting point is characteristic of many aromatic compounds.
  • Solubility: It is generally insoluble in water but exhibits solubility in organic solvents such as toluene, chloroform, dichloromethane, DMSO, and slightly in methanol.
  • Purity: For high-performance applications, purity levels of ≥98% (by GC) or ≥99.5% are often specified.

Chemically, the bromine atom at the 9-position of the anthracene ring is relatively reactive, making it an excellent leaving group or a site for facile functionalization through various coupling reactions. This reactivity is the basis for its extensive use in organic synthesis.

Diverse Applications Driven by its Properties

The utility of 9-Bromoanthracene spans several high-tech fields:

  • OLED Intermediates: This is arguably its most significant application. It is used to synthesize host materials, charge transport materials, and emissive layer components that dictate the efficiency, color, and longevity of OLED devices. When you buy 9-Bromoanthracene for OLED research, you are investing in the future of display technology.
  • Organic Semiconductor Synthesis: Beyond OLEDs, it serves as a precursor for materials used in organic photovoltaics (OPVs), organic field-effect transistors (OFETs), and other organic electronic devices, contributing to advancements in flexible electronics and renewable energy.
  • Polycyclic Aromatic Hydrocarbons (PAHs): As an intermediate, it allows for the introduction of various substituents onto the anthracene core, enabling the creation of novel PAHs with tailored photophysical and electronic properties for specialized applications.
  • Photochemistry and Polymerization: Its ability to undergo reversible photodimerization and act as an initiator in controlled radical polymerization techniques like ATRP highlights its versatility in material synthesis.

For procurement, it is crucial to identify a dependable 9-Bromoanthracene supplier that can provide consistent quality and meet stringent purity requirements. Whether you are a researcher or an industrial buyer, understanding these properties will guide your selection process and ensure successful integration of this vital chemical into your projects.

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