Write a stable resonating structure for the following compound:

Write a stable resonating structure for each of the following compound:

Relative stabilities of the following carbocations will be in order.

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

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

Which has highest percentage of enol content in the solution phase? Write the structure of enol of that compound.

(a) Acetone

(b) Acetophenone

(c) Acetic acid 

(d) Acetyl acetone

Which of the following will show tautomerism?

(P) $\mathrm{CH}-{\mathrm{CH}}_2-{\mathrm{CH}}_2-\mathrm{CHO}$

(Q) 

(R) 

(S) ${\mathrm{CH}}_2=\mathrm{CH}-\mathrm{OH}$

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.

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