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How can ammonia form ammonium ions and amide ions through self-ionization?
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ammonia
Ammonia and amines have a slightly flattened trigonal pyramidal shape with a lone pair of electrons above the nitrogen. In quaternary ammonium ions, this area is occupied by a fourth substituent.
Ammonia undergoes a process known as self-ionization, or autoprotolysis, in which ammonia molecules react with one another to form ions. In this equilibrium reaction, one ammonia molecule acts as a proton donor (acid) and another acts as a proton acceptor (base), resulting in the formation of an ammonium ion and an amide ion.1
The chemical equation for this process is:
In this reaction, the transfer of a hydrogen ion () from one ammonia molecule to another produces the ammonium ion () and the amide ion (). While ammonia acts as a moderately good ionizing solvent, it self-ionizes to a lesser extent than water.1