00:01
A nucleophile donates a pair of electrons for forming a bond, usually to a carbon atom.
00:10
And so several things affect nucleophilic strength.
00:15
One is that all other things being equal, an anion is more nucleophilic than a neutral structure.
00:25
Structure.
00:25
So in this first pair, the first structure, the nitrogen needs two electron pairs to complete an octet and its formal charge is negative one.
00:46
The methylamine or methanamine, the nitrogen only needs one pair of electrons and the formal charge is zero.
00:55
So the negatively charged nitrogen is more nucleophilic.
00:59
Another factor that can influence nucleophilicity is resonance delocalization.
01:08
The more localized the electrons are, the stronger the nucleophile, the more delocalized, the weaker the nucleophile.
01:18
So methoxide does not have resonance delocalization, but acetate does.
01:25
So methoxide is a stronger nucleophile...