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Karen L. Pringle

Pyridine: Protic or Aprotic

Charles Wardrop  Follow

Usually the designation of a solvent as aprotic is based on the unmodified solvent molecule, which in the case of pyridine is aprotic.

Pyridine is not unique in terms of this question. We would generally expect polar aprotic solvents such as DMSO to accept a proton at their negative charge centers (such as the oxygen in DMSO) given a suitable acid. Such a reaction enables polar aprotic solvents to preferentially conduct solvated protons versus other ions via a mechanism similar to the Grotthus mechanism in water.

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