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We do learn that for $\mathrm{S_N1}$ reaction the rates are tertiary > secondary > primary > methyl. The reasons mentioned are usually inductive and hyper-conjugative effect.

But which of the effects is more dominant? So, let's take two chlorides, ethyl chloride and isobutyl chloride, which will be more reactive to $\mathrm{S_N1}$? If we refer to inductive effect, then isobutyl chloride should be more reactive. But if we refer to hyper-conjugation, then ethyl chloride should be more reactive.

Which is more reactive actually?

Note: Which carbocation is more stable, the ethyl- or 1-propyl-carbocation? is not the same as this as I am not satisfied with the answer there. That question compares the stability of carbocation while I am comparing the reaction rates which may depend on kinetic factors too. Actual data could be helpful.

Also, the isobutyl cation rearranges to a tertiary cation. Does the stability of rearranged carbocation affect the rate of reactivity?

andselisk
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Shubhraneel Pal
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    I’m have been told that it follows this order , aromaticity>Electromeric effect>resonance >hyperconjugation>Inductive effect – Chemist Apr 14 '19 at 18:16
  • I fully expect to receive some complaints about closing a question as a duplicate of another question without answers, but I see no point in keeping two copies of exactly the same question. If anybody still wants to complain, please bring it to meta. – orthocresol Apr 14 '19 at 18:49
  • @orthocresol my question was asked 1 hour before that – Shubhraneel Pal Apr 15 '19 at 03:26

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