Pyridine

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Pyridine

Pyridine (pronounced: /ˈpɪrɪdiːn/) is a basic heterocyclic organic compound with the chemical formula C5H5N. It is structurally related to benzene, with one methine group (=CH−) replaced by a nitrogen atom.

Etymology

The word "pyridine" was coined from the Greek word "pyr" (fire), due to its production from the destructive distillation of organic matter and its flammability.

Structure and Basic Properties

Pyridine is a colorless, flammable liquid that boils at 115.2 °C. It has a distinct, unpleasant fish-like odor. Pyridine is soluble in water and most organic solvents. It is a weak base, with a pKa of its conjugate acid of 5.25 at 25 °C.

Synthesis

Pyridine can be synthesized through several methods, including the Chichibabin synthesis, which involves the reaction of acetaldehyde and ammonia. Another method is the Bönnemann cyclization, which involves the reaction of 1,5-diketones with ammonium acetate.

Uses

Pyridine is used as a solvent and a reagent in many organic syntheses. It is also used in the manufacture of pharmaceuticals, dyes, food flavorings, adhesives, paints, and rubber products.

Related Terms

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