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During rearrangement of carbocation, we have three choices: methyl shift, hydride shift and phenyl shift. If we have a situation where all the three are possible, then what will be the preference order?

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  • $\begingroup$ You should look at stabilization in the transition state. Also, this seems like a homework question. Is it? $\endgroup$ – Zhe Oct 12 '16 at 0:38
  • $\begingroup$ No, it's not. We don't get such questions in home work, it's something which was confusing me. $\endgroup$ – user375072 Oct 12 '16 at 8:37
  • $\begingroup$ Voting to leave open per OP's comment. But, @user375072, the question would benefit from adding more detail about what you are and are not confident about as regards these different reaction pathways. $\endgroup$ – hBy2Py Oct 20 '16 at 4:21
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In all cases we study the stability of the carbocation resulting from the hydride/methyl/phenyl shift. That shift will be more favored whose resulting carbocation is the most stable.

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