In substitution reactions, (CH3)3C-l reacts at the same rate with Br and Cl even

Question

In substitution reactions, (CH3)3C-l reacts at the same rate with Br and Cl even though Br is a more reactive nucleophile than CI.Why? Select one: A. (CH3l3C-Br reacts by SN1 mechanism whose rate is independent of nucleophile reactivity. B. (CH3)3C-Br reacts by SN2 mechanism and therefore all nucleophiles react at the same rate regardless of their reactivity. O C. The t-butyl carbocation is so reactive, the measurable rate of it's reaction with different nucleophiles is imperceptible. O D. The t-butyl group sterically hinders nucleophiles, making different nucleophiles appear to react at the same rate.

Explanation / Answer

SN1 reaction

(CH3)3C-I -----------------> (CH3)3C^+    + I^-      Slow step

(CH3)3C^+ + Br^- ----------------> (CH3)3C-Br   fast

(CH3)3C^+ + Cl^- -------------> (CH3)3C-Cl   fast

Rate of reaction depends upon conc of tertiary butyl halide

C.The t-butyl carbocation is so reactive the measurable rate of it's reaction with different nucleophiles is imperceptible.

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