Question

Tautomerism is exhibited by

A (\left(\mathrm{CH}{3}\right){3} \mathrm{CNO})

B (\left(\mathrm{CH}{3}\right){2} \mathrm{NH})

C (\mathrm{R}{3} \mathrm{CNO}{2})

D (\mathrm{RCH}{2} \mathrm{NO}{2})

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Answer

:

Tautomerism is a phenomenon where organic compounds can exist in two forms by the shifting of a hydrogen atom and a double bond. It is commonly observed in keto-enol tautomers and nitroalkane forms.

Evaluating the given compounds:

  • Option A: $ (\mathrm{CH}_3)_3 \mathrm{CNO} $ does not show tautomerism because there is no hydrogen atom adjacent to the nitrogen atom that can shift.

  • Option B: $ (\mathrm{CH_3})_2 \mathrm{NH} $ also does not exhibit tautomerism because the amine group does not involve sufficient structural reorganization.

  • Option C: $ \mathrm{R_3} \mathrm{CNO_2} $ lacks hydrogen atoms adjacent to the group which would allow for tautomeric shift.

  • Option D: $ \mathrm{RCH_2} \mathrm{NO_2} $ does exhibit tautomerism. Here, the nitro group ($\mathrm{NO_2}$) has adjacent hydrogen atoms that can move, facilitating the shift between its tautomers.

Hence, the correct answer is:

Final Answer: D


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