Question

Product [X] formed in the above reaction is:

• A.

  

• B. H₃C-CH₂-CH=CH₂
• C. H₃C-CH=CH-CH₃
• D.

  

Answer 1

The Correct Option is D

To determine the product [X] formed in the given reaction, let's analyze the process step-by-step:

The starting compound is a secondary alcohol: \(\text{H}_{3}\text{C}-\text{CH}_{2}-\text{CH(OH)}-\text{CH}_{3}\). 

The reaction involves three steps:

1. Treatment with \(\text{NaI, H}_{3}\text{PO}_{4}\): This step is typically used for converting alcohols into alkyl iodides via substitution. The hydroxyl group (–OH) is replaced by an iodide (I–) to form \(\text{H}_{3}\text{C}-\text{CH}_{2}-\text{CH(I)}-\text{CH}_{3}\).

 

1. Grignard reagent formation using \(\text{Mg,}\ \text{Dry Ether}\): The alkyl iodide reacts with magnesium in dry ether to form a Grignard reagent, \(\text{H}_{3}\text{C}-\text{CH}_{2}-\text{CH(MgI)}-\text{CH}_{3}\).

 

1. Reaction with \(\text{D}_{2}\text{O}\): The Grignard reagent reacts with heavy water, \(\text{D}_{2}\text{O}\), leading to the formation of an alkane, specifically \(\text{H}_{3}\text{C}-\text{CH}_{2}-\text{CHD}-\text{CH}_{3}\).

 

The final product after all these steps is \(\text{H}_{3}\text{C}-\text{CH}_{2}-\text{CHD}-\text{CH}_{3}\), where the –OH group is ultimately replaced by a deuterium atom due to the reaction with \(\text{D}_{2}\text{O}\).

Therefore, the correct product [X] from this multi-step reaction is \(\text{H}_{3}\text{C}-\text{CH}_{2}-\text{CHD}-\text{CH}_{3}\).