Hydrogen transfer in protic solvents describes the tendency for Hydrogen ions to migrate, often spontaneously, creating acids and bases from substances with neutral acidity.
Autoprotolysis In chemistry, autoprotolysis is a molecular autoionization, a chemical reaction in which a proton is transferred between two identical molecules, one of which acts as a Brønsted acid, releasing a proton that is accepted by the other molecule, which acts as a Brønsted base. Any chemical that contains both acidic hydrogen and lone pairs of electrons to accept H+ can undergo autoprotolysis. For example, water undergoes autoprotolysis in the self-ionization of water reaction.
2 H2O ⇌ OH− + H3O+ For example, ammonia in its purest form may undergo autoprotolysis:
2 NH3 ⇌ NH−2 + NH+4 Another example is acetic acid:
2 CH3COOH ⇌ CH3COO− + CH3COOH+2
Lyate and lyonium ions A lyate ion is the anion derived by the deprotonation of a solvent molecule. For example, a hydroxide ion is formed by the deprotonation of water, and methoxide (CH3O−) is the anion formed by the deprotonation of methanol. Its counterpart is a lyonium ion, the cation derived by the protonation of a solvent molecule. For example, a hydronium ion is formed by the protonation of water, and CH3OH+2 is the cation formed by the protonation of methanol. Lyonium and lyate ions, resulting from molecular autoionization, contribute to the molar conductivity of protolytic solvents.
See also Onium ion, a protonated molecule more generally Ion transport number Ionic atmosphere
References
