Autoprotolysis

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In autoprotolysis a proton is transferred between two identical molecules, one of which acts as a Brønsted acid, releasing a proton which is accepted by the other molecule acting as a Brønsted base.[1] For example, water undergoes autoprotolysis in the self-ionization of water reaction.

2H
2
O
OH
+ H
3
O+

Any solvent that contains both acidic hydrogen and lone pairs of electrons to accept H+ can undergo autoprotolysis.

For example, ammonia in its purest form may undergo autoprotolysis:

2NH
3
NH
2
+ NH+
4

Another example is:

2CH
3
COOH
CH
3
COO
+ CH
3
COOH+
2

References[edit]

  1. ^ IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version:  (2006–) "autoprotolysis".