Chemistry - STRUCTURAL ISOMERISM Question with Solution | TestHub

ChemistrySTRUCTURAL ISOMERISMTAUTOMERISMEasy2 minQB
ChemistryEasysingle choice

Which of the following compounds cannot exhibit keto-enol tautomerism?

(A) structure (B) structure

(C) structure (D) structure

Options:

Answer:
D
Solution:

Keto-enol tautomerism needs an alpha hydrogen. (A) 3-methylbutan-2-one has alpha H on the methyl and on the methine carbon; (B) 2,6-dimethylcyclohexanone has alpha H at C-2 and C-6; (C) acetone has six alpha H. In (D), 2,2,6,6-tetramethylcyclohexanone, both alpha carbons (C-2 and C-6) are quaternary - they carry no hydrogen at all, so no enol can form. Hence (D).

Stream:JEESubject:ChemistryTopic:STRUCTURAL ISOMERISMSubtopic:TAUTOMERISM
⏱ 2mℹ️ Source: QB

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