Which of the following has the most acidic α-hydrogenatoms?
Correct answer: D. CH3COCH2COOCH3
- A. CH3CHO
- B. CH3COCH3
- C. CH3COCH2CHO
- D. CH3COCH2COOCH3
Explanation
The acidity of α-hydrogens increases with electron withdrawing groups adjacent to the α-carbon.In CH₃COCH₂COOCH₃, the α -hydrogens are flanked by both, a ketone and an ester group, stabilizing the enolate ion. Thus, these α-hydrogens are more acidic than in the other compounds.
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About Aldehydes and Ketones
Aldehydes and ketones contain the polar carbonyl group, but aldehydes are generally more readily oxidised and more reactive than ketones. Coverage includes preparation by oxidation or reduction routes, nucleophilic addition of reagents such as hydrogen cyanide and bisulfite, and tests that distinguish aldehydes from ketones.
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