3
$\begingroup$

I am facing difficulty in the following problem.

The carbocation which is most stabilised among the following is …

enter image description here

In my view c) should be most stabilised because even if one hydrogen is abstracted it will help in restoring the aromatic character. However my book gives the answer as a).

Improve this question
$\endgroup$
3
  • 2
    $\begingroup$ "extent of delocalisation"? $\endgroup$
    – Eashaan Godbole
    Commented Dec 25, 2016 at 19:30
  • $\begingroup$ @EashaanGodbole oh yes,I did not think about that.a) is more delocalised than c).thanks. $\endgroup$
    – Pink
    Commented Dec 25, 2016 at 19:47
  • 1
    $\begingroup$ @aniline You may answer your own question. However, we are looking for long answers that provide some explanation and context. Do not just give a one-line answer; explain why your answer is right, ideally with citations. $\endgroup$
    – user7951
    Commented Dec 25, 2016 at 21:08

1 Answer 1

Reset to default
6
$\begingroup$

The carbocation a) is mostly stabilised because it has maximum resonance structures which leads to maximum delocalisation of the charge.

enter image description here

None of the others has so many resonance structures.Therefore a) is most stable.

Improve this answer
$\endgroup$
1
  • 1
    $\begingroup$ You could improve this self-answer by adding that c) is only diallylic while b) is monoallylic and d) is nonstabilised with the corresponding resonance structures ;) But happy hat. $\endgroup$
    – Jan
    Commented Dec 26, 2016 at 12:50

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service and acknowledge you have read our privacy policy.

Not the answer you're looking for? Browse other questions tagged or ask your own question.