Question:

Given below are two statements : one is labelled as Assertion A and the other is labelled as Reason R
Assertion A: Hydrolysis of an alkyl chloride is a slow reaction but in the presence of NaI, the rate of the hydrolysis increases
Reason R: $\,I ^{-}$is a good nucleophile as well as a good leaving group
In the light of the above statements, choose the correct answer from the options given below

Updated On: Mar 21, 2025
  • A is false but $R$ is true
  • A is true but $R$ is false
  • Both $A$ and $R$ are true but $R$ is $N O T$ the correct explanation of $A$
  • Both $A$ and $R$ are true and $R$ is the correct explanation of $A$
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The Correct Option is D

Solution and Explanation

1. Assertion (A): - Hydrolysis of alkyl chlorides is typically a slow reaction because the leaving group (\(\text{Cl}^-\)) is not very efficient. 
- However, in the presence of \(\text{NaI}\), \(\text{I}^-\) displaces \(\text{Cl}^-\) in an \(S_N2\) substitution reaction, forming alkyl iodides. - Alkyl iodides hydrolyze faster due to the better leaving group (\(\text{I}^-\)). 
- Therefore, Assertion (A) is true. 


2. Reason (R): - \(\text{I}^-\) is both a good nucleophile and an excellent leaving group. This property enhances the \(S_N2\) reaction rate and increases the hydrolysis rate.
- Hence, Reason (R) is true. 


3. Relationship between A and R: - The presence of \(\text{NaI}\) enhances the hydrolysis rate primarily because \(\text{I}^-\) is a better nucleophile and a better leaving group than \(\text{Cl}^-\). - This is consistent with the assertion and explains the observed phenomenon. 
- Thus, Reason (R) correctly explains Assertion (A).

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Concepts Used:

Haloalkanes and Haloarenes - Chemical Reactions

Chemical Reactions go with the breaking and bonding of covalent bonds which involve of exchange of electrons. The functional groups of Organic compounds play a consequential role in the process. Based on the above theory, reactions can be classified into five main groups:

Rearrangement Reactions are the type of reactions in which products get formed simply by the rearrangement of atoms and electrons in the reactant molecules.

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NH4CNO → NH2 –C – NH2

Substitution Reactions are the reactions in which an atom or group of atoms is replaced by some other atom or group of atoms without any change in the structure of the remaining part of the molecule.

CH3Br + KOH (aqueous) → CH3OH + KBr

Addition Reactions are the reactions in which products get formed by the addition of some reagent to an unsaturated compound.

CH2 = CH2 + HCl → CH5Cl

  • Electrophilic Addition Reactions
  • Nucleophilic Addition Reactions
  • Free Radical Addition Reactions

Elimination Reactions are the reactions in which the products get formed by the loss of simple molecules like HX from the reactant molecules.

C2H5OH → C2H4

  • EN1 (Nucleophilic Elimination Unimolecular)
  • EN2 (Nucleophilic Elimination Bimolecular)

A polymerization Reaction is the union of two or more molecules of a substance that form a single molecule with higher molecular weight.

n (CH = CH2) → (-CH2 – CH2 -) n