Problem

Procaine was one of the first local anesthetics. Its hydrochloride salt is marketed as N...

Procaine was one of the first local anesthetics. Its hydrochloride salt is marketed as Novocain.

(a) Is procaine chiral? Does it contain a stereocenter? (Chapter 6)

(b) Which nitrogen atom of procaine is the stronger base?

(c) Draw a structural formula for the salt formed by treating procaine with one mole of HCl, showing which nitrogen is protonated and bears the positive charge.

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