Rearrangement

I have a doubt in the last step of this question
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@Dexter
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Nimboi
NimboiOP3mo ago
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Nimboi
NimboiOP3mo ago
in this step when the H(+) dehydrates the alcohol group and leaves behind a carbocation why does it not rearrange to the more stable leftmost tertiary spot, where it would also form a six membered ring?
Opt
Opt3mo ago
It doesn't?
Nimboi
NimboiOP3mo ago
wha? i got the answer that way what happens
Opt
Opt3mo ago
It's esterification. Alcohol dissociates, gives O(-), which attacks C=O
Nimboi
NimboiOP3mo ago
oh wtf
Opt
Opt3mo ago
-OH on C=O is not a particularly good leaving group, so the H(+) takes care of that
Nimboi
NimboiOP3mo ago
i used the wrong formula and got the right answer how nice
Opt
Opt3mo ago
Happens. You're screwed when one of the Oxygen just happens to be an ¹⁸O though.
Nimboi
NimboiOP3mo ago
yeah that makes sense 💀 🔫 tvym tyvm* +solved Opt
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