Draw all the hyperconjugating structures of toluene.

Relative stabilities of the following carbocations will be in order.

Arrange the following carbanions in increasing order of their stability with reason.

${\left({\mathrm{CH}}_3\right)}_2\stackrel{}{\stackrel{-}{C}H}, {\mathrm{CH}}_3{\stackrel{}{\stackrel{-}{C}H}}_2, {\left({\mathrm{CH}}_3\right)}_3\overline{\mathrm{C}}, {\stackrel{}{\stackrel{-}{C}H}}_3$

Draw the resonance structures for the following compounds. Show the electron shift using curved arrow notation.

(a)  ${\mathrm{C}}_6{\mathrm{H}}_5\mathrm{OH}$        (b) ${\mathrm{C}}_6{\mathrm{H}}_5{\mathrm{NO}}_2$         (c) ${\mathrm{CH}}_3\mathrm{CH}=\mathrm{CHCHO}$

(d) ${\mathrm{C}}_6{\mathrm{H}}_5-\mathrm{CHO}$    (e) ${\mathrm{C}}_6{\mathrm{H}}_5-\stackrel{\oplus }{\mathrm{C}}{\mathrm{H}}_2$     (f) ${\mathrm{CH}}_3\mathrm{CH}=\mathrm{CH}\stackrel{\oplus }{\mathrm{C}}\mathrm{H}-{\mathrm{CH}}_3$

For the following bond cleavages, use curved-arrows to show the electron flow and classify each as homolysis or heterolysis. Identify reactive intermediate produced as free radical, carbanion and carbocation.

${\mathrm{CH}}_3\mathrm{O}-{\mathrm{OCH}}_3\to {\mathrm{CH}}_3\dot{\mathrm{O}}+\dot{\mathrm{O}}{\mathrm{CH}}_3$

For the following bond cleavages, use curved-arrows to show the electron flow and classify each as homolysis or heterolysis. Identify reactive intermediate produced as free radical, carbanion and carbocation.

For the following bond cleavages, use curved-arrows to show the electron flow and classify each as homolysis or heterolysis. Identify reactive intermediate produced as free radical, carbanion and carbocation.

Draw all the resonating structures of the following compound:

Benzene

Draw all the resonating structures of the following compound:

Naphthalene