1
Question
CH2=OH|C−CH2(I)−O||C−CH3⇌CH3−O||C−CH2(II)−O||C−CH3⇌CH3−OH|C=CH(III)−O||C−CH3The order of stability of the following tautomeric compounds is:
CH2=OH|C−CH2(I)−O||C−CH3⇌CH3−O||C−CH2(II)−O||C−CH3
⇌CH3−OH|C=CH(III)−O||C−CH3
The order of stability of the following tautomeric compounds is:Open in App
Solution
The correct option is B III>II>I
(Refer to Image)Here III is stabilized by intramolecular H_bonding and conjugation of C=C into C=0. It has involved more acidic H[−CH2−]. So it is most stable. II has no conjugation. I has involved less acidic H(−CH3) in tautomerism. II is more stable than I because bond energy of 2 carboxyl groups are higher. So stability order: III>II>I
(Refer to Image)
Here III is stabilized by intramolecular H_bonding and conjugation of C=C into C=0. It has involved more acidic H[−CH2−]. So it is most stable. II has no conjugation. I has involved less acidic H(−CH3) in tautomerism. II is more stable than I because bond energy of 2 carboxyl groups are higher. So stability order: III>II>I
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