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Unformatted text preview: One of these nitrogens is more basic than the others, however. (a) Draw the important resonance forms of the products of protonation on each of the three nitrogen atoms. (b) Determine which nitrogen atom is the most basic. OH O + NH 3 O O + NH 4 pKa = 4.8 pKa = 9.2 Li + -CH 3 + N H CH 4 + N pKa = 23 pKa = 48 BF 3 + O H H H 3 C H N C NH NH 2 5. Draw the possible resonance forms to show the delocalization of charges in the following ions. CH 2 NH O...
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