GOC and Organic Chemistry BasicshardNUMERICAL

In a standard molecule of toluene (), how many individual C-H -bonds of the alkyl group can effectivGOC and Organic Chemistry Basics Chemistry Question

Question

In a standard molecule of toluene ($C_6H_5CH_3$), how many individual C-H $\sigma$ -bonds of the alkyl group can effectively participate in hyperconjugation, donating electron density directly into the aromatic $\pi$ system to activate the ring?

Answer: 3

💡 Solution & Explanation

Toluene consists of a methyl group directly attached to an $sp^2$ hybridized carbon of a benzene ring. The methyl group possesses exactly 3 $\alpha$ -hydrogens. The $\sigma$ -electrons from all 3 of these C-H bonds can overlap with the adjacent $\pi$ -system of the aromatic ring, yielding 3 hyperconjugative forms.

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