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Phenanthrene is a polycyclic aromatic hydrocarbon with applications in pharmaceuticals and environmental studies. It forms the basis for drugs like morphine and is a common environmental contaminant found in coal tar and exhaust fumes. Its derivatives, such as Phenanthridine and Phenanthrenequinone, are used in dyes and as oxidizing agents, showcasing its versatility in scientific and industrial applications.
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Phenanthrene is a polycyclic aromatic hydrocarbon with the molecular formula C14H10 and a structure consisting of three fused benzene rings
Aromatic Nature
Phenanthrene's aromatic nature, characterized by 14 π electrons and compliance with Hückel's rule, contributes to its stability and reactivity
Chemical Reactions and Applications
The aromaticity of Phenanthrene plays a crucial role in its involvement in various chemical reactions, such as electrophilic aromatic substitution, and its applications in fields such as pharmaceuticals and dye production
The structural differences between Phenanthrene and Anthracene, another PAH, influence their reactivity, while modifications to Phenanthrene's structure can create diverse derivatives with unique properties and uses
Techniques such as the Haworth Synthesis, the Gattermann-Koch reaction, and the Pomeranz–Fritsch reaction are used to synthesize Phenanthrene's tricyclic framework
Medicinal Chemistry
Phenanthrene derivatives, such as Phenanthridine and Phenanthrenequinone, are integral in the synthesis of biologically active drugs, including opioid medications like morphine
Industrial Uses
Phenanthrene and its derivatives have various industrial applications, such as in the production of dyes and as oxidizing agents
Scientific Applications
Phenanthrene's fluorescence is utilized in research and in smoke generators for pest control, highlighting its broad utility in various scientific fields