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

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$\bar{C} H_{2} - CH = CH - CH = \overset{\oplus}{O} - {CH}_{3}$

$\overset{}{C} H_{2} = CH - \bar{C} H - CH = \overset{\oplus}{O} - {CH}_{3}$

$\bar{C} H_{2} = C \overset{\oplus}{H} - \overset{}{C} H - CH = \overset{}{O} - {CH}_{3}$

$\overset{}{C} H_{2} = C \overset{}{H} - \bar{C} H - \overset{\oplus}{C} H = \overset{}{O} - {CH}_{3}$

answer is C.

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Detailed Solution

$\Rightarrow$ Structures (a) and (b) are quite stable because every atom has complete octet

$\Rightarrow$ Structures (c) and (d) are less stable than (a) and (b), because in these every atom does not have complete octet.

$\Rightarrow$ Structure (d) is stabilized by resonance, which is not possible in (c).
Therefore (c) is least stable.

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