In a six membered lactone with carbaldehyde in beta position, which oxygen gets protonated first? the lactone or the aldehyde? (Using concentrated HCl)


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    $\begingroup$ You should assume both will be protonated and deprotonated reasonably quickly. If you're trying to get good selectivity between the two, you're out of luck. $\endgroup$ – Zhe May 7 '18 at 13:53

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