KCET · Chemistry · Haloalkanes and Haloarenes

Which one of the following is not true for the hydrolysis of \(t\)-butyl bromide with aqueous \(\mathrm{NaOH}\) ?

A Reaction occurs through the \(\mathrm{S}_{\mathrm{N}^{1}}\) mechanism
B The intermediate formed is a carbocation
C Rate of the reaction doubles when the concentration of alkali is doubled
D Rate of the reaction doubles when the concentration of \(t\)-butyl bromide is doubled

Verified Solution

Answer & Solution

Correct Answer

(C) Rate of the reaction doubles when the concentration of alkali is doubled

Step-by-step Solution

Detailed explanation

Mechanism
\[
\mathrm{CH}_{3} \mathrm{Cl}+\mathrm{AlCl}_{3} \longrightarrow \mathrm{CH}_{3}^{+}+\mathrm{AlCl}_{4}^{-}
\]

\(\mathrm{H}^{+}+\mathrm{AlCl}_{4}^{-} \longrightarrow \mathrm{HCl}+\mathrm{AlCl}_{3}\)

Apply the relevant identity from the chapter and substitute the values established in the previous step, keeping the original constraint in view.

Use the simplified expression to isolate the unknown, then plug the result back into the question setup to confirm the working is internally consistent.

Cross-check against a boundary or limiting case. Both the dimensional balance and the qualitative behaviour at the extreme should agree with the candidate answer.

Combine the steps above to identify the correct option. The remaining choices each fail at least one of the consistency, dimensional, or boundary checks.

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