CHEMISTRY COMMUNITY

Is there any other examples of autoprotolysis other than H20?

Yes! After doing a little internet research I found that, generally, a substance containing both hydrogen bonds and lone pairs can potentially experience autoprotolysis. For example, ammonia and acetic acid can both experience autoprotolysis.

Another example is the autoprotolysis of ammonia (NH3). The reaction is 2NH3 (l) <-> NH4+ (aq) + NH2- (aq)

There are numerous examples of autoprotolysis other than H20, since autoprotolysis is the proton transfer between two of the same molecules. An example would be acetic acid: CH3COOH <------> CH3COO- + CH3COOH2+. In addition, the Keq would likely be very very small, favoring the reactants, since they would be the most stable.

Autoprotolysis is simply the proton transfer between two identical compounds, such as water, weak acids, etc.

Usually, a compound that contains both hydrogen bonds and loan pairs can go through autoprotolysis, as this is the proton transfer between two of the same molecules.

are there any special characteristics they have?