Naphtolate ion is much softer nucleophile then OH- and reacts faster.
Is it much more softer than OH-
because its negative charge is delocalized on the two rings...is it correct?
But how can I say that CH2
I is a soft electrophile?
Because the C-I carbon has only a small partial positive charge?
I've never used the hard-soft theory in order to predict the competition between two nucleophiles in a Sn2
reaction...usually I say that stronger nucleophile is the species that will attack the substrate. (In in this case was OH- the stronger nucleophile)