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The rate determining step for the prepar...

The rate determining step for the preparation of nitrobenzene from benzen is

A

Removal of `overset(+)(N)O_(2)`

B

Removal of `overset(+)(N)O_(3)`

C

Formation of `overset(+)(N)O_(2)`

D

Formation of `overset(+)(N)O_(3)`

Text Solution

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The correct Answer is:
To determine the rate determining step (RDS) for the preparation of nitrobenzene from benzene, we need to analyze the nitration reaction mechanism. Here’s a step-by-step breakdown of the process: ### Step 1: Understanding the Reaction The reaction involves the nitration of benzene, which is carried out using a mixture of concentrated nitric acid (HNO3) and concentrated sulfuric acid (H2SO4). The overall reaction can be represented as: \[ \text{C}_6\text{H}_6 + \text{HNO}_3 \xrightarrow{\text{H}_2\text{SO}_4} \text{C}_6\text{H}_5\text{NO}_2 + \text{H}_2\text{O} \] ### Step 2: Formation of the Electrophile In the presence of sulfuric acid, nitric acid generates the nitronium ion (\(\text{NO}_2^+\)), which is the active electrophile in the nitration process. The formation of this electrophile is crucial as it initiates the reaction with benzene. ### Step 3: Identifying the Rate Determining Step The rate determining step in a reaction is the slowest step that controls the overall rate of the reaction. In this case, the generation of the nitronium ion (\(\text{NO}_2^+\)) from the reaction of nitric acid and sulfuric acid is the slowest step. This step involves the formation of a stable electrophile, which is essential for the subsequent electrophilic aromatic substitution. ### Step 4: Mechanism of the Reaction 1. **Protonation of Nitric Acid**: \[ \text{HNO}_3 + \text{H}_2\text{SO}_4 \rightarrow \text{NO}_2^+ + \text{HSO}_4^- + \text{H}_2\text{O} \] 2. **Electrophilic Attack**: The nitronium ion (\(\text{NO}_2^+\)) then attacks the benzene ring, leading to the formation of the sigma complex (arenium ion). 3. **Deprotonation**: Finally, the sigma complex loses a proton to regenerate the aromatic system, yielding nitrobenzene. ### Conclusion The rate determining step (RDS) for the preparation of nitrobenzene from benzene is the formation of the nitronium ion (\(\text{NO}_2^+\)) from nitric acid and sulfuric acid. ### Answer The rate determining step for the preparation of nitrobenzene from benzene is the formation of the nitronium ion (\(\text{NO}_2^+\)). ---
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