All Exams Test series for 1 year @ ₹349 only
Question

In the following reaction 

the major product [X] is

The correct answer is

The given reaction involves the treatment of a hydrazone derivative with 2 equivalents of n-butyllithium (n\text{-}BuLi) followed by the addition of DMF (Dimethylformamide).

Here's the step-by-step mechanism:

  1. In the first step, n\text{-}BuLi acts as a strong base and abstracts the acidic hydrogen from the hydrazone nitrogen. This generates a lithium salt intermediate.
  2. The second equivalent of n\text{-}BuLi deprotonates the adjacent carbon, leading to the generation of a carbanion.
  3. The carbanion then attacks the carbonyl carbon of DMF, resulting in the formation of a new carbon-carbon bond.
  4. Subsequent work-up conditions lead to a rearrangement or stabilization resulting in the major product.

The major product of this reaction can be determined by recognizing that the reaction transforms the hydrazone into an aldehyde functionality.

Based on these steps, the major product [X] is:

The correct product is identified as it corresponds to the expected reaction mechanism output, involving the conversion of the hydrazone to an aldehyde derivative.

Conclusion: The major product is the correct structure as it aligns with the transformation process involving lithium hydrazone formation and nucleophilic addition to DMF.

Was this answer helpful?

Important Questions from Organic Transformations

  1. The major products X and Y in the following reaction sequence are 

  2. The following conversion is an example of 

  3. The major product formed in the reaction given below is

  4. In the following reaction 

    the major product [X] is

  5. In the following reaction 

    the major product [X] is

Need Expert Advice?

Start Your Preparation with Prepp Mobile App

Download the app from Google Play & App Store
Download the app from Google Play & App Store
Prepp Mobile App