Interpretation:
The reaction mechanism for the formation of methyl cyclopentene from 1-cyclobutylethanol is to be outlined.
Concept introduction:
Carbocation is a molecule having a carbon atom bearing three bonds and a positive formal charge.
Carbocation are generally unstable because they do not have eight electrons to satisfy the octet rule.
The dehydration of alcohols includes in the first step, the protonation of alcohol and the formation of carbocation.
The order of stability of carbocation is such that the tertiary carbocation is the most stable whereas the primary carbocation is the least stable, and secondary carbocation lies between primary and tertiary carbocations.
If primary carbocation is obtained in product, it rearranges itself to secondary or tertiary carbocation to form more stable product.
If secondary carbocation is obtained in product, it rearranges itself to tertiary carbocation to form more stable product.
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Organic Chemistry
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning