In substitution reactions, (CH3)3C-I reacts at the same rate with Br and CI even though Br is a more reactive nucleophile than Cl-. Why?

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Chapter1: Chemical Foundations
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**In substitution reactions**, (CH₃)₃C-I reacts at the same rate with Br⁻ and Cl⁻ even though Br⁻ is a more reactive nucleophile than Cl⁻. Why?

**Select one:**

- **A.** (CH₃)₃C-Br reacts by Sₙ1 mechanism whose rate is independent of nucleophile reactivity.

- **B.** The t-butyl group sterically hinders nucleophiles, making different nucleophiles appear to react at the same rate.

- **C.** (CH₃)₃C-Br reacts by Sₙ2 mechanism and therefore all nucleophiles react at the same rate regardless of their reactivity.

- **D.** The t-butyl carbocation is so reactive, the measurable rate of its reaction with different nucleophiles is imperceptible.
Transcribed Image Text:**In substitution reactions**, (CH₃)₃C-I reacts at the same rate with Br⁻ and Cl⁻ even though Br⁻ is a more reactive nucleophile than Cl⁻. Why? **Select one:** - **A.** (CH₃)₃C-Br reacts by Sₙ1 mechanism whose rate is independent of nucleophile reactivity. - **B.** The t-butyl group sterically hinders nucleophiles, making different nucleophiles appear to react at the same rate. - **C.** (CH₃)₃C-Br reacts by Sₙ2 mechanism and therefore all nucleophiles react at the same rate regardless of their reactivity. - **D.** The t-butyl carbocation is so reactive, the measurable rate of its reaction with different nucleophiles is imperceptible.
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