Abstract: | The pKa values for the indole ring protonation equilibria of the Rauwolfia alkaloids, yohimbine, ajmalicine, reserpine and reserpiline have been measured in strongly sulfuric acid solutions. The alkaloids obey the HI acidity function stablished by Hinman and Lang for indole ring protonation, but they are considerably weaker bases than alkylindoles. Evidences indicating that these compounds behave as carbon bases are reported. |