Major Product of Alcohol Oxidation and Esterification
Consider the following sequence of reactions
The major product is:

Options




Step-by-Step Solution
To determine the major product of the given reaction sequence, let us analyze each step systematically:
Step 1: Reaction of 2-methylpropan-2-ol with
The starting material is -butanol (2-methylpropan-2-ol), a tertiary alcohol:
When alcohols are passed over heated copper at :
- Primary alcohols undergo dehydrogenation to form aldehydes.
- Secondary alcohols undergo dehydrogenation to form ketones.
- Tertiary alcohols, lacking an -hydrogen atom, undergo dehydration to yield an alkene.
Thus, the intermediate formed in step (i) is 2-methylpropene (isobutene).
Step 2: Acid-catalyzed reaction with Benzoic Acid ()
In the presence of an acid catalyst ():
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Carbocation Formation: Protonation of the alkene double bond occurs according to Markovnikov's rule, generating a highly stable tertiary carbocation (-butyl carbocation):
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Nucleophilic Attack: The oxygen atom of the hydroxyl group in benzoic acid () attacks the -butyl carbocation:
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Deprotonation: Loss of a proton () yields the ester -butyl benzoate:
Conclusion:
The major product formed in the sequence is -butyl benzoate ().
Correct Answer: Option B