ring contraction

why cant we do ring contraction in first step
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15 Replies
iTeachChem Helper
@Dexter
iTeachChem Helper
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iTeachChem
iTeachChem4mo ago
@Dexter any inputs?
Sephrina
Sephrina4mo ago
my question too how the ring thing works
Dexter
Dexter4mo ago
Bridge head carbon would become sp2 due to resonance That's why First step mein no ring contraction
Aetherfly
Aetherfly4mo ago
ring contraction is done only when the carbocation formed just after rearrangement is 3 degree or better
CorrodedCoffin
CorrodedCoffinOP4mo ago
had something like this in mind
No description
Aetherfly
Aetherfly4mo ago
yeah that occurs only if the new cation in 3 degree or more stable than that
Dexter
Dexter4mo ago
Methyl shift seems more probable here?
Aetherfly
Aetherfly4mo ago
no, ring contraction is better
CorrodedCoffin
CorrodedCoffinOP4mo ago
ig ill have to go through my ring contraction notes again since i dont recall anything like tis
Varun_Arora
Varun_Arora4mo ago
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Varun_Arora
Varun_Arora4mo ago
Was scrolling through this randomly So basically as we are moving to a much less stable carbocation, the ring contraction won’t be favoured A good way to remember this is that carbocations have no future plans Rearrangements must occur in a way such that stability increases at each step Not necessarily Any form of relatively "stable" carbocation is okay I don't see that occuring Can you please send how did you make that? We good @hardcoreisdead ?
CorrodedCoffin
CorrodedCoffinOP4mo ago
why is this ring less stable
Varun_Arora
Varun_Arora4mo ago
The ring isn't less stable, the generated carbocation is It's a primary one if you notice ... Remember that activation energy talk we had?

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