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BITSAT 2024
Exam
BITSAT
Year
2024
Subject
Chemistry
Chapter
Aldehydes and Ketones

BITSAT 2024 · Chemistry · Aldehydes and Ketones

Which of the following compounds will undergo self aldol...

Which of the following compounds will undergo self aldol condensation in the presence of cold dilute alkali?

Options

  1. ACH2=CH−CHO\mathrm{CH}_2=\mathrm{CH}-\mathrm{CHO}
  2. BCH≡C−CHO\mathrm{CH} \equiv \mathrm{C}-\mathrm{CHO}
  3. CC6H5CHO\mathrm{C}_6 \mathrm{H}_5 \mathrm{CHO}
  4. DCH3CH2CHO\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}

Correct answer

D. CH3CH2CHO\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}

Step-by-step solution

Aldehydes which contain α\alpha-hydrogen on a saturated carbon, i.e. CH3CH2CHO\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO} will undergo aldol condensation. Although CH2=CαH−CHO\mathrm{CH}_2=\stackrel{\alpha}{\mathrm{C}} \mathrm{H}-\mathrm{CHO} also contain a α\alpha-hydrogen atom but cannot be easily abstracted by a base to form a carbanion and hence does not undergo aldol condensation.
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