Question 3.14: Resonance Contributing Structures Which sets are valid pairs...

Resonance Contributing Structures
Which sets are valid pairs of contributing structures?

{\begin{matrix} &&\underset{||}{\text{:O:}} \\ \text{CH}_{3}&-&\text{C}&-&\text{CH}_{3} \end{matrix}}     and     {\begin{matrix} && \; \underset{|}{:\ddot{\text{O}} :}^{-} \\ \text{CH}_{3}&-&\underset{+}{\text{C}} &-&\text{CH}_{3} \end{matrix}}

(a)

{\begin{matrix} &&\underset{||}{\text{:O:}} \\ \text{CH}_{3}&-&\text{C}&-&\text{CH}_{3} \end{matrix}}    and    {\begin{matrix} &&:\underset{|}{\ddot{\text{O}}}&-&\text{H} \\ \text{CH}_{2}&=& \text{C} &-&\text{CH}_{3} \end{matrix}}

(b)

Strategy
The guideline tested in this example is that contributing structures involve only the redistribution of valence electrons. The position of all atoms remains the same.

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(a) These are valid contributing structures. They differ only in the distribution (location) of valence electrons.
(b) These are not valid contributing structures. They differ in the arrangement of their atoms.

Quick Check 3.14
Which sets are valid pairs of contributing structures?

 

3.14

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