Tautomerism
Mediumchemistry
Keto-enol tautomerism involves migration of:
Select the correct option:
Solution
Incorrect! Answer:
Hydrogen and shift of double bond
- Tautomerization: A type of isomerism where isomers interconvert rapidly through the migration of a mobile atom (usually hydrogen).
- Mechanism: In keto-enol tautomerism, a proton (H+) moves from the α-carbon to the carbonyl oxygen.
- Bond Shift: Simultaneously, the C=O double bond shifts to become a C=C double bond.
- Relationship: While keto form is usually more stable, the enol form can be significant in systems like acetylacetone due to intramolecular H-bonding.
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About This Question
- Subject
- chemistry
- Chapter
- basic organic principles
- Topic
- tautomerism
- Difficulty
- Medium
- Year
- 2025
Solution
Correct Answer:
Hydrogen and shift of double bond
- Tautomerization: A type of isomerism where isomers interconvert rapidly through the migration of a mobile atom (usually hydrogen).
- Mechanism: In keto-enol tautomerism, a proton (H+) moves from the α-carbon to the carbonyl oxygen.
- Bond Shift: Simultaneously, the C=O double bond shifts to become a C=C double bond.
- Relationship: While keto form is usually more stable, the enol form can be significant in systems like acetylacetone due to intramolecular H-bonding.
This medium difficulty chemistry question is from the chapter basic organic principles, covering the topic of tautomerism. It appeared in the 2025 exam.
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