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Organophosphorus chemistry

Organophosphorus chemistry represents a significant and diverse field within chemistry, dedicated to the study of organic compounds incorporating phosphorus. These compounds, formed through the creation of at least one phosphorus-carbon bond, exhibit a remarkable range of properties and reactivities. They’re utilized across a multitude of applications, historically including the development of potent pesticides and, unfortunately, as the active components in some nerve agents. However, modern organophosphorus chemistry also plays a crucial role as intermediates in complex organic syntheses, facilitating the creation of pharmaceuticals, agrochemicals, and specialized materials. Research continues to explore novel organophosphorus compounds with tailored properties for applications in areas like flame retardants and advanced polymers.

Classes of Organophosphorus Compounds
ClassStructureApplications
PhosphinesTri-substituted phosphorusLigands in metal catalysis, reducing agents
Phosphine oxidesOxidized phosphinesFlame retardants, intermediates
PhosphonatesEsters of phosphonic acidHerbicides (e.g., glyphosate), drug design
PhosphatesEsters of phosphoric acidDetergents
PhosphazenesCyclic or linear P–N compoundsHigh-performance polymers, flame retardants

 

Synthesis and Reactivity

Organophosphorus compounds are synthesized via:

  • Nucleophilic substitution: Using phosphorus halides and alcohols or amines
  • Michaelis–Arbuzov reaction: Converts alkyl halides and trialkyl phosphites into phosphonates
  • Wittig reaction: Uses phosphonium ylides to form alkenes from carbonyl compounds


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