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), 4,5-dimethylcyclopent-4-en-1,3-dione, enolisation of the central would give a fully conjugated cyclopentadienone system with 4 pi electrons - anti-aromatic and very unstable, so the enol content is negligible (essentially 100% keto). (B) cyclopentane-1,3-dione, (C) pentane-2,4-dione and (D) 2-acetylcyclopentanone all give ordinarily stabilised enols. Hence (A).

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

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