Tuesday, 14 June 2016

organic chemistry - Which carbocation is more stable, the ethyl- or 1-propyl-carbocation?


$\ce{C2H5+ vs \ C3H7+}$ There are two conflicting trends here.



Inductive effect of ethyl will be higher than that of methyl so carbocation attached to ethyl (3 carbons in total) should be more stable.


On the other hand 3 hyperconjugation structures can be drawn for the carbocation attached to methyl (2 carbons in total) and only 2 hyperconjugation structure for the other.


Which effect wins? I searched a lot of books but didn't find anything.




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