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

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${\overset{Θ}{CH}}_{2} - \overset{\oplus}{CH} - CH = CH = O^{+} - {CH}_{3}$

${CH}_{2} = CH - \overset{⊖}{CH} - \overset{\oplus}{CH} - O - {CH}_{3}$

$\overset{⊝}{{CH}_{2}} - CH = CH - CH \overset{}{=} \overset{\oplus}{O} - {CH}_{3}$

${CH}_{2} = CH - \overset{⊝}{CH} - CH = \overset{\oplus}{O} - {CH}_{3}$

answer is C.

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Detailed 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 the molecules in which atom have incomplete octet.
In structure (d), the electron deficiency of positive charged carbon is duly compensated by lone pair of electrons of adjacent oxygen atoms while such neighbor group support is not available in structure (c). Hence, structure (c) is least stable in comparison to structure (d).

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