The major product formed in the following reaction is

F2 Savitas Teaching 26-2-24 D36

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CSIR-UGC (NET) Chemical Science: Held on (16 Feb 2022)
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  1. F1 Madhuri Teaching 16.02.2023 D43
  2. F1 Madhuri Teaching 16.02.2023 D44
  3. F1 Madhuri Teaching 16.02.2023 D45
  4. F1 Madhuri Teaching 16.02.2023 D46

Answer (Detailed Solution Below)

Option 3 : F1 Madhuri Teaching 16.02.2023 D45
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Detailed Solution

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Concept:

Acid-catalyzed acetal formation:

→ Formation of an acetal occurs when the hydroxyl group of a hemiacetal becomes protonated and is lost as water.

→ The carbocation that is produced is then rapidly attacked by a molecule of alcohol. Loss of the proton from the attached alcohol gives the acetal. 

 

Mechanism:

→ In this firstly protonation of benzaldehyde will take place.

Then, nucleophilic attack by alcohol. At last deprotonation by water takes place.

→ Molecules that have an alcohol and a carbonyl can undergo an intramolecular reaction to form a cyclic hemiacetal.

The mechanism is shown below in the figure:

1. Protonation of carbonyl group

F1 Madhuri Teaching 16.02.2023 D47

2. Nucleophilic attack by alcohol

F2 Savita Teaching 26-2-24 D4

Conclusion:
The correct answer is option 3.

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