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In the mechanism for the reaction of HBr...

In the mechanism for the reaction of HBr with t - butyl alcohol, pick out the correct statement .

A

Formation of protonated alcohol in a slow step

B

Formation of `(CH_3)_3C^(+)` is a slow step

C

Formation of `(CH_3)_3CBr` from `(CH_3)_3C^+` is a slow step

D

Formation of `(CH_3)_3C^+` is a fast step

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the mechanism for the reaction of HBr with t-butyl alcohol, we need to analyze the steps involved in the mechanism and identify the correct statement. ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactants in this reaction are t-butyl alcohol (tert-butanol, \( \text{(CH}_3)_3\text{COH} \)) and HBr. 2. **Protonation of Alcohol**: - The first step involves the protonation of t-butyl alcohol by HBr. This can be represented as: \[ \text{(CH}_3)_3\text{COH} + \text{H}^+ \rightarrow \text{(CH}_3)_3\text{C(OH}_2^+\text{)} \] - This step is fast because it is an acid-base reaction. 3. **Formation of Carbocation**: - The next step is the formation of a carbocation from the protonated alcohol. This step can be represented as: \[ \text{(CH}_3)_3\text{C(OH}_2^+\text{)} \rightarrow \text{(CH}_3)_3\text{C}^+ + \text{H}_2\text{O} \] - This step is slow and is the rate-determining step of the reaction. 4. **Nucleophilic Attack by Bromide Ion**: - In the final step, the bromide ion (\( \text{Br}^- \)) attacks the carbocation to form the product: \[ \text{(CH}_3)_3\text{C}^+ + \text{Br}^- \rightarrow \text{(CH}_3)_3\text{CBr} \] - This step is fast. 5. **Conclusion**: - From the analysis, we can conclude that the correct statement is that the formation of the carbocation (\( \text{(CH}_3)_3\text{C}^+ \)) is a slow step and is the rate-determining step of the reaction. ### Correct Statement: - The formation of \( \text{(CH}_3)_3\text{C}^+ \) is a slow step.
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