Organic Chemistry
Which of the following pairs of compounds are tautomers?
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Multiple Choice
Which of the following show stable or major form of tautomerism?
A
B
Correct Answer
C
D
Correct Answer
Solution
The molecules (B) and (D) show stable or major form of tautomerism.
Ketonic form predominates in simple monocarbonyl compounds like acetone, acetophenone and acetic acid.
This is due to greater strength of C=O present in keto form than C=C bond present in enol form.
Enolic form predominates in 1,3 dicarbonyl compounds such as acetylacetone or in compounds in which enol form results in aromatic stabilization.
If there is strain in the ring such as 4 member ring, the tautomer will not be stable.
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