Homework Answers
The Correct answer is option 1st
The acid protonates the carbonyl oxygen. The nucleophile (ethanol) attacks the carbonyl carbon, forming a protonated tetrahedral intermediate. Inorder for the ring to break where it's supposed to, the protonated ether would have to deprotonate, and the cyclic ether would have to protonate. Is there something about the positive charge inThe carbon-oxygen ring bond breaks, donating electrons to the oxygen to stabilize the positive charge. This would leave a carbocation, though, so one of the other oxygens would have to form a double bond. Between the OH and OCH2CH3, does the OCH2CH3 form the double bond because it can more adequately support the resulting positive charge? And in the final step, would the resulting by-product be a diethyl ether
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