(a)
Interpretation:
The complete, detailed mechanism for the given reaction is to be drawn, and the major product is to be predicted.
Concept introduction:
The electrophilic addition of a Bronsted acid to the carbon-carbon double bond of
(b)
Interpretation:
The complete, detailed mechanism for the given reaction is to be drawn, and the major product is to be predicted.
Concept introduction:
The electrophilic addition of a Bronsted acid to the carbon-carbon double bond of alkenes is susceptible to carbocation rearrangements due to the stability of the carbocation. The carbocation rearrangement occurs via either 1, 2 hydride shift or 1, 2 methyl shift, depending on the stability of carbocation formed. The stability order for carbocations is secondary benzylic > tertiary > secondary benzylic > secondary allylic > secondary > primary > methyl etc.
(c)
Interpretation:
The complete, detailed mechanism for the given reaction is to be drawn, and the major product is to be predicted.
Concept introduction:
The electrophilic addition of a Bronsted acid to the carbon-carbon double bond of alkenes is susceptible to carbocation rearrangements due to the stability of the carbocation. The carbocation rearrangement occurs via either 1, 2 hydride shift or 1, 2 methyl shift, depending on the stability of carbocation formed. The stability order for carbocations is secondary benzylic > tertiary > secondary benzylic > secondary allylic > secondary > primary > methyl etc.
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Chapter 11 Solutions
Organic Chemistry: Principles And Mechanisms
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