9,10-Dibromoanthracene

Chemical Structure and Properties 9.10-Dibromoanthracene (CAS: 523-27-3) is a brominated polycyclic aromatic hydrocarbon (PAH) with the molecular formula C₁₄H₈Br₂ and a molecular weight of 336.02 g...

Introduction

Chemical Structure and Properties

9.10-Dibromoanthracene (CAS: 523-27-3) is a brominated polycyclic aromatic hydrocarbon (PAH) with the molecular formula C₁₄H₈Br₂ and a molecular weight of 336.02 g/mol. It features an anthracene core with two bromine atoms substituted at the 9- and 10-positions, enhancing its reactivity and electronic properties. Key physicochemical properties are summarized below:

Property Value
Melting Point 220-225 °C
Boiling Point 427.1 ± 18.0 °C
Density 1.8 ± 0.1 g/cm³
Purity (commercial) ≥98%

Applications

This compound is a valuable intermediate in materials science and pharmaceuticals. Its rigid π-conjugated structure and dibromination make it suitable for:

  • Optoelectronics: As a fluorescent/phosphorescent material in OLEDs and sensors.
  • Synthesis: A precursor for 9.10-disubstituted anthracene derivatives with tailored optical or electronic properties.
  • Research: Used in chemical analysis and mechanistic studies due to its well-defined structure.

Environmental and Health Considerations

Dibrominated PAHs like 9.10-dibromoanthracene may exhibit persistence and bioaccumulation. While specific toxicity data are limited, halogenated aromatics often show moderate aquatic toxicity. Proper waste management and engineering controls are advised to mitigate environmental risks. The compound should be handled under inert atmospheres to prevent oxidation.

Availability and Handling

Commercially available from suppliers like Alfa Chemical and Didu Pharmaceutical, it is typically stored at 0-6 °C to ensure stability. Its versatility as an intermediate underscores its importance in niche applications across diverse industries.

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