Ei rxn
1. why doesnt Ei rxn take place
2. why does phenyl shift take place instead of methyl
12 Replies
@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.My thinking for Ei rxn
If E1 takes place
I haven't studied Ei, but I'm pretty sure that OTs has enough nucleofugacity that it'll just leave as soon as heat is provided, leaving a carbocation. Since that will be the RDS, any side reactions are not so prominent in the reaction.
Secondly, maybe instead of a phenyl shift, it's possibly a nucleophilic attack from one of the benzene double bonds followed by bond shift from the unmarked carbon? I think that'll proceed faster than a migration, so it might predominate.
Again, not certain
I think e1 is giving the correct product
Oh c isn't the correct ans?
The phenyl shift approach will give correct ans
Also phenyl has greater migration aptitude
The Ei explanation might be correct
It is
It does but isn't greater carbocation stability more important
Here too migratory aptitude is given preference over product stability
See it doesnt work like that
Migration uska hota hai jiski electron donating capacity zyada ho
+solved @Real potato @Opt
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