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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 $${H}^{d}$$)
247140_b08a26a14a92405abcd13e0415765178.png


A
Ha
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B
Hb
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C
Hc
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D
Hd
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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.

463018_247140_ans_4cc00dbd270b4e608cc2e8819f8015ef.png

Biology

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