Q28 / 180 · KCET 2010 · Chemistry

The compound obtained when acetaldehyde reacts with dilute aqueous sodium hydroxide exhibits

  • A
    geometrical isomerism
  • Correct answer
    B
    optical isomerism
  • C
    neither optical nor geometrical isomerism
  • D
    both optical and geometrical isomerism

Solution

When acetaldehyde is treated with aqueous sodium hydroxide solution, it undergoes aldol condensation (because of the presence of $\alpha-\mathrm{H}$ atom) as.
Figure
Since, the aldol formed contains one asymmetric carbon atom, it will show optical isomerism. On heating, aldol loses water and gives an alkene.
Figure
The obtained alkene shows geometrical isomerism.

Hence, the correct answer is option: 'B'.

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