Chemistry - STRUCTURAL ISOMERISM Question with Solution | TestHub

ChemistrySTRUCTURAL ISOMERISMTAUTOMERISMEasy2 minQB
ChemistryEasysingle choice

Which of the following compounds has negligible enol?

(A) structure (B) structure

(C) structure (D) structure

Options:

Answer:
A
Solution:

In (A), cyclopent-4-en-1,3-dione, enolisation of the central CH₂ would give 3-hydroxycyclopenta-2,4-dien-1-one : the ring would then be a fully conjugated cyclopentadienone system with 4 π electrons - anti-aromatic and very unstable, so the enol content is negligible (essentially 100% keto). (B) cyclobutane-1,3-dione, (C) cyclopentane-1,2-dione and (D) pentane-2,4-dione all give ordinarily stabilised enols. Hence (A).

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

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