Q: Given the molecule on the left, what will happen to the pKa if an azido group replaces one of the hydrogens from the methyl group? The structure of the azido group is shown to the right of the original molecule
A		Upon addition of the azido group, the molecule's pKa will increase (compared to the original molecule shown on the left without the azido group) because the azido group stabilizes the negatively charged conjugate base
B		Upon addition of the azido group, the molecule's pKa will decrease (compared to the original molecule shown on the left without the azido group) because the azido group stabilizes the negatively charged conjugate base
C		Upon addition of the azido group, the molecule's pKa will increase (compared to the original molecule shown on the left without the azido group) because the azido group destabilizes the negatively charged conjugate base
D		Upon addition of the azido group, the molecule's pKa will decrease (compared to the original molecule shown on the left without the azido group) because the azido group destabilizes the negatively charged conjugate base

Acid/Base Equilibria | Carboxylic Acids |