Which of the following compounds does not exhibit resonance?
Show Hint
- \(\mathrm{CH_3CH_2OCH=CH_2}\)
- \(\mathrm{CH_3CH_2CH_2CONH_2}\)
- \(\mathrm{CH_3CH_2CH=CHCH_2NH_2}\)
The Correct Option is D
Solution and Explanation
(2) Benzyl alcohol: the benzene ring itself shows resonance.
(3) \(\mathrm{CH_3CH_2CH_2CONH_2}\): the nitrogen lone pair is conjugated with C=O (amide resonance).
(4) \(\mathrm{CH_3CH_2CH=CHCH_2NH_2}\): the \(\mathrm{NH_2}\) is attached to an sp3 carbon (\(\mathrm{CH_2}\)) that separates it from the C=C, so the lone pair is not conjugated; there is no resonance.
Answer: (4) \(\mathrm{CH_3CH_2CH=CHCH_2NH_2}\)
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