Question:

Given below are two statements: 
 

 will undergo alkaline hydrolysis at a faster rate than

involving lone pair of electrons on nitrogen. 
 

Show Hint

Consider proximity and molecular orientation when predicting reaction mechanisms and rates, especially in intramolecular versus intermolecular contexts.
Updated On: Apr 30, 2025
  • Both Statement I and Statement II are incorrect
  • Statement I is incorrect but Statement II is correct
  • Statement I is correct but Statement II is incorrect
  • Both Statement I and Statement II are correct
Hide Solution
collegedunia
Verified By Collegedunia

The Correct Option is D

Solution and Explanation

Let's analyze the two statements:

Statement I:

The first compound is 2-chloroethyl amine. The second compound is a primary alkyl halide.

In alkaline hydrolysis, both compounds undergo nucleophilic substitution.

  • The 2-chloroethyl amine will undergo faster alkaline hydrolysis because the amine group facilitates an intramolecular nucleophilic substitution before the actual hydrolysis takes place.
  • The proximity of the nitrogen atom to the carbon bearing the chlorine allows for this fast intramolecular reaction.
  • In contrast, the second compound requires an intermolecular attack by the hydroxide ion (OH⁻), which is slower due to lower probability of effective collisions.

Thus, Statement I is correct.

Statement II:

In 2-chloroethyl amine, intramolecular substitution occurs first. This happens because:

  • The nitrogen atom has a lone pair of electrons, making it a good nucleophile.
  • The nitrogen is in close proximity to the carbon atom bonded to chlorine, allowing it to initiate an intramolecular nucleophilic attack.

Thus, Statement II is also correct.

Conclusion:

Both Statement I and Statement II are correct.

Final Answer:
The final answer is $ \text{Both Statement I and Statement II are true} $.

Was this answer helpful?
0
0