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Question

What is the major product in the following reaction?

 

The correct answer is

The reaction involves a chemical transformation using MeLi (methyl lithium) as a reagent. Methyl lithium is a strong base and a nucleophile, commonly used for adding methyl groups to electrophiles.

  1. Identify the Functional Groups: The given compound has an amide group (O=C-NHPh) attached to a cyclic compound, and a double bond. It's important to recognize the possible reactive sites.
  2. React with MeLi: MeLi acts as a nucleophile due to the high electronegativity of lithium, making the carbon in the MeLi species nucleophilic.
  3. Nucleophilic Addition: The nucleophilic methyl group from MeLi will attack the carbonyl carbon of the amide group.
  4. Tautomerization: Following the nucleophilic addition, tautomerization may occur. The amide can rearrange, leading to the formation of different isomers.
  5. Product Formation: After considering possible rearrangements and stability, the major product is the one where the methyl group has been successfully added to the amide's carbonyl carbon, forming a tertiary alcohol.

The correct major product for this reaction is:

This compound is formed by the addition of the methyl group from MeLi to the carbonyl carbon of the amide, followed by appropriate rearrangements.

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Important Questions from Organic Transformations and Reagents

  1. The presence of unsaturation in an organic compound can be detected by

  2. Which of the following boron compounds is used as a reducing agent in organic synthesis?

  3. In elimination reaction of sec-Butyl trimethylammonium hydroxide, major product formed would be ________.

  4. Find out the suitable products in the following Grignard reaction:

     

  5. What will be the product in the following reaction ?

     

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