JEE Advanced 2013 · Paper 1 · Chemistry Q33

ChemistryMultiple correct+4 / -1Question 33 of 60

The hyperconjugative stabilities of tert-butyl cation and 2-butene, respectively, are due to

\sigma\to p

(empty) and

\sigma\to\pi^*

electron delocalisations.

\sigma\to\sigma^*

and

\sigma\to\pi

electron delocalisations.

\sigma\to p

(filled) and

\sigma\to\pi

electron delocalisations.

p

(filled)

\to\sigma^*

and

\sigma\to\pi^*

electron delocalisations.

Answer and worked solution

Official answer: A

tert-Butyl cation: C-H σ electrons delocalise into the empty p orbital of the carbocation (σ → p empty).

2-Butene: C-H σ electrons delocalise into the π* orbital of the C=C bond (σ → π*).

(A)

JEE Advanced 2013 · Paper 1, Chemistry question 33