Welcome to ChemZipper !!!: Why tetraalkylammonium ion ((CH3)4 N+) is neither an electrophile nor a nucleophile and H3O+ is not nuclephile but electrophile alihough it contains a lone pair of electrons.

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Why tetraalkylammonium ion ((CH3)4 N+) is neither an electrophile nor a nucleophile and H3O+ is not nuclephile but electrophile alihough it contains a lone pair of electrons.


There is no electron pair on nitrogen Moreover nitrogen cannot accept electron pair since all its orbitals are fully occupied. Therefore, it can neither act as electrophile nor as nucleophile. 

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