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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1$\begingroup$ Related: Determination of products in reactions involving carbocation rearrangement? and Precedence of 1,2 carbocation rearrangement $\endgroup$– user7951Oct 11, 2016 at 14:08
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$\begingroup$ You should look at stabilization in the transition state. Also, this seems like a homework question. Is it? $\endgroup$– ZheOct 12, 2016 at 0:38
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$\begingroup$ No, it's not. We don't get such questions in home work, it's something which was confusing me. $\endgroup$– user375072Oct 12, 2016 at 8:37
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$\begingroup$ 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. $\endgroup$– hBy2PyOct 20, 2016 at 4:21
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1 Answer
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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.
