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11、 The following molecule is a local anesthetic called Novacaine. a) What could be a reason that this drug comes as a HCI salt? b) Which N atom will bind with H to make the ammonium salt? (HINT: its the more basic N atom) H,N
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Answer #1

a. Novacaine is usually used in the form of the hydrochloride salt (also called procaine HCl) because it is highly water-soluble. Procaine hydrochloride, when taken orally, enters the body by being mainly absorbed through the villi in the small intestine.

b. The tertiary nitrogen atom is the stronger base. The lone pair of the aniline nitrogen is delocalized into the aromatic ring and stabilized by resonance, so it is a weaker base than the tertiary nitrogen atom.

Hence, this tertiary atom with bind with H to make the ammonium salt

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