Which of the following hydrocarbon molecules are capable of exhibiting hyperconjugation ( or overlap — GOC and Organic Chemistry Basics Chemistry Question
Question
Which of the following hydrocarbon molecules are capable of exhibiting hyperconjugation ($\sigma-\pi^*$ or $\sigma-p$ overlap) in their ground state or as a reactive intermediate?
Answer: A,B,C
💡 Solution & Explanation
Propene has 3 $\alpha$ -H next to a $C=C$ bond. Toluene has 3 $\alpha$ -H next to the aromatic $\pi$ system. Ethyl carbocation has 3 $\alpha$ -H next to an empty p-orbital. Benzaldehyde has no $sp^3$ hybridized carbon with $\alpha$ -hydrogens attached to the ring, so it cannot show hyperconjugation.
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