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This question actually deals with the reaction in another question: Isomerisation of alkanes under Lewis acidic conditions. I have a further doubt, regarding this reaction my book says that a quaternary carbon cannot be generated. Why is this so? Also if a pure alkane is used without alkene traces will the reaction fail to take place?

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    $\begingroup$ You're going to have a hard time coming up with a mechanism by which you will generate said quaternary carbon center. $\endgroup$ – Zhe Sep 25 '18 at 18:46
  • $\begingroup$ @Zhe using a tertiary alkene? $\endgroup$ – Hema Sep 26 '18 at 0:49
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    $\begingroup$ What is a "tertiary alkene"? $\endgroup$ – Zhe Sep 26 '18 at 13:07
  • $\begingroup$ @Zhe I meant something like 2-methylprop-1-ene, though tertiary alkene is not the right term $\endgroup$ – Hema Sep 26 '18 at 14:10
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    $\begingroup$ You're basically asking if you can t-butylethylene will undergo rearrangement under, say, hydrochlorination. It can. But notice that you already started with a quaternary center. $\endgroup$ – Zhe Sep 26 '18 at 15:56

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