Question:medium

The major product \(Y\) in the following reaction is:

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In excess alcohol + acid, hemiacetal converts to stable acetal.
Updated On: Apr 17, 2026
  • hemiacetal
  • acetal
  • an ether
  • an ester
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The Correct Option is B

Solution and Explanation

Step 1: Understanding the Concept:
The starting material is 3,4-dihydro-2H-pyran (Dihydropyran). It reacts with alcohols in the presence of an acid catalyst to form a tetrahydropyranyl (THP) ether. Mechanistically, this is the formation of a cyclic acetal.
Step 2: Key Formula or Approach:
Vinyl ethers (like dihydropyran) add alcohols across the double bond under acidic conditions to form acetals.
: Detailed Explanation:
1. The acid catalyst (\(H^{+}\)) protonates the double bond of the dihydropyran to form a resonance-stabilized oxonium ion (carbocation).
2. The oxygen atom of the alcohol (\(RCH_{2}OH\)) acts as a nucleophile and attacks this carbocation.
3. Loss of a proton results in the formation of a 2-alkoxytetrahydropyran.
4. Since the resulting functional group has a carbon atom bonded to two oxygen atoms (one within the ring and one from the alcohol), it is classified as an acetal.
5. This reaction is commonly used in organic synthesis to "protect" alcohols because the THP group is stable to bases but easily removed by aqueous acid.
Step 3: Final Answer:
The product is an acetal.
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