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AP EAMCET · Chemistry · Haloalkanes and Haloarenes

Which of the following alkyl halide is most reactive towards substitution by \(\mathrm{S}_{\mathrm{N}} 1\) mechanism?

  1. A \(\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{Br}\)
  2. B \(\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{I}\)
  3. C \(\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{F}\)
  4. D \(\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{Cl}\)
Verified Solution

Answer & Solution

Correct Answer

(B) \(\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{I}\)

Step-by-step Solution

Detailed explanation

An \(\mathrm{S}_{\mathrm{N}} 1\) reaction involves two steps; formation of carbocation (which is the slow and thus, the rate-determining) and attack of the nucleophile on the \(\alpha\) - carbon. Among the given options, the \(\mathrm{C}-\mathrm{X}\) bond is weakest for…