Question

Account for the acidity of L-ascorbic acid ($$p{K}_{a}=4.21$$). Which of the following is most acidic $$H$$? (Marked in the structures as $${H}^{a}, {H}^{b}, {H}^{c}$$ and $${H}^{d}$$)

A
Ha
B
Hb
C
Hc
D
Hd

Solution

The correct option is C $${H}^{c}$$The anion formed by the removal of enolic $$H$$ is stable because the negative charge is stabilized by resonance, i.e., by delocalisation of the negative charge to the $$O$$ of the $$(C=O)$$ through $$(C=C)$$.Hence, option C is correct.Biology

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