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Tetrahydroquinoline amine is the stronger base than Tetrahydroisoquinoline? Why?



We can say that Tetrahydroisoquinoline  is a weaker base than Tetrahydroquinoline because the electron pair on nitrogen of Tetrahydroisoquinoline is strongly held by virtue of being delocalized into the π system of the aromatic ring. The unshared pair in Tetrahydroquinoline is localized on nitrogen, less strongly held, and therefore “more available” in an acid–base reaction.

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