For titration of 2 functional group (R-CH2COONa and R-NH2) with HCl, wich one of them will be titrated first ?
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- Thread Starter
- 07-03-2018 09:17
- 07-03-2018 10:47
Both compounds contain the alkyl side chain , so both alkyl groups would show positive inductive effect and so increase the electron density at the carboxylate group(on the carboxylate ion) and on the N atom (primary amine).
However, the negative charge on the carboxylate group is delocalised so it would be harder for a oxygen atom on the carboxylate group to become protonated by HCl. In the primary amine, the high electron density is ON the N atom, so it has become a stronger base compared to the carboxylate ion.
So the N atom in primary amine becomes more readily available for protonation by HCl (compared to carboxylate ion) by the lone pair of electrons in the N atom.
Just to make sure, are the 2 compounds together in the same solution or are they in different solutions.Last edited by dip0; 07-03-2018 at 14:18.
- 07-03-2018 13:25