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Question

Which of the following molecule has longest C=C bond length?

A
CH2=C=CH2
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B
CH3CH=CH2
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C
CH3C(CH3)2CH=CH2
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D
CH3C(CH3)=CH2
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Solution

The correct option is D CH3C(CH3)=CH2
(a) Pure C = C (no hyperconjugation)
(b) 3 hyperconjgating structure
(c) No hyperconjugating strucutre
(d) 6 hyperconjugating structure
Compound given in (d) has maximum number of hyperconjugating contributor.
Hence, more the hyperconjugation, more will be the single bond character in C=C and bond length will be longer.

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