Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: ostudent on September 16, 2018, 09:08:40 PM
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Hi all,
I'm sorry about the 'urgent' plug. My exam is tomorrow.
I would like to understand precisely why the ethenylcyclobutane doesn't yield a tertiary carbocation at the third step by hydride shift and instead shifts to a cyclopentane with a secondary carbocation before rearranging to a tertiary carbocation.
If it is due to ring strain, does this type of mechanism apply to all rings of this format?
Thank you a thousand times.
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What other factors affect stability?