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I have a confusion here .Why option (a) have minimum enol content.According to me enol content is related to stability ,so only compound a is undergoing resonance so it must have a maximum resonating structure ,but the reverse happens here.Please explain me if stability is not the factor which determine enol content or I am wrong??

I have a confusion here .Why option (a) have minimum enol content.According to me enol content is related to stability ,so only compound a is undergoing resonance so it must have a maximum resonating structure ,but the reverse happens here.Please explain me if stability is not the factor which determine enol content or I am wrong??

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Grade:12th pass

1 Answers

V Prakash
29 Points
5 years ago
in keto enol tautomerism always keto content is higher than enol. but the only exceptions are if:
  1. cyclic vicinal diketo groups i.e. adjacent keto grops in cyclic compounds
  2. phenol group is present
  3. -(COCH2CO)- grouping is present (middle carbon hydrogen is easily removed due to resonance stabilization due to keto gropus) 
these conditions reduce your answer to (a)

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