Hydrolysis of Organic Compound
My thought process with this was: The ether wala O recieved H+, bond is broken between the left end and the O atom, the left part recieves an O atom and then forms acetal with the keton group. Is this correct? Also how to approach?
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@Dexter
Note for OP
+solved @user1 @user2... to close the thread when your doubt is solved. Mention the users who helped you solve the doubt. This will be added to their stats.Am I forgetting organic chem? Am I losing my identity as the resident organic nerd? :sweaty:
Wut? 💀
The answer is supposed to be (A), but I have no idea how
I protonated ketone first, because greater δ- on it, and then you end up with a cyclopropyl connected, OH connected carbocation which is really stable.
Honestly don't know how to proceed
i thought the bond would break on the right end since secondary C+
Ring strain tho ig.
Where did you get this from mate?
Doesn't the ether O have more negative sigma?
Just a random sheet my coaching sent.
double bonded O more partially negative innit
2 bois make more dipole than one boi
same reason why cyanide as such a high dipole
Oh right.
And resonance can happen on both sides because of bent bonds so contribution due to that essentially cancels out
I don't want to, but I could try illegal partial π breaking resonance structures
With the cyclopropyl
Nope that didn't help
Hmmmm Maybe the H2O attacks the ring fisrt
first
because angle strain
acting as Nu
kahe?
how does angle strain cause a partial charge
it causes instability tho
🤔
just a thought tho
@SirLancelotDuLac @Nimboi @Dexter I think I got it
Ah. 🔥 solution.
+solved Opt
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