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Single Choice

Which one of the following resonating structures 1-methoxy-1, 3-butadiene is least stable?

A$$\overset{\ominus}{C}H_2-CH=CH-CH=\overset{\oplus}{O}-CH$$

Correct Answer

B$$H_2C=CH-\overset{\ominus}{C}H-CH=\overset{\oplus}{O}-CH_3$$

C$$\overset{\ominus}{C}H_2-\overset{\oplus}{C}H-CH=CH-O-CH_3$$

D$$H_2C=CH-\overset{\ominus}{C}H-\overset{\oplus}{C}H-O-CH_3$$

Solution

The octet of all atoms are complete in structures A and B. The molecule in which all the atoms have complete octet is more stable than atom which have incomplete octet. Larger the number of resonating structures, larger will be the stability, thus structures A and B are stable.

In structure (D), the electron deficiency of positive charged carbon is duly compensated by one pair electrons of adjacent oxygen atoms while such neighbour group support is not available in structure (C).

Hence, structure (C) is least stable in comparison to structure (D).

SIMILAR QUESTIONS

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Label formal charges and predict which of the following is the most likely resonance structure for $${ N }_{ 2 }O$$ :

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