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NEETChemistryGeneral Organic Chemistry

Which of the following compounds exhibits both geometrical isomerism and optical isomerism?

Options

  1. A3-Chloropent-2-ene
  2. B4-Chloro-2-methylpent-2-ene
  3. C2-Chlorobut-2-ene
  4. D4-Chloropent-2-ene

Correct answer

D. 4-Chloropent-2-ene

Step-by-step solution

To exhibit both geometrical and optical isomerism, a molecule must have a double bond capable of showing cis-trans isomerism and a chiral center. 3-Chloropent-2-ene ( CH ₃- CH = C ( Cl )- CH ₂- CH ₃ ): The double bond has different groups on each carbon, so it shows geometrical isomerism. However, it lacks an sp ^3 carbon with four different groups, so it does not show optical isomerism. 4-Chloro-2-methylpent-2-ene ( ( CH ₃)₂ C = CH - CH ( Cl )- CH ₃ ): C-2 is attached to two identical methyl groups, so it does not

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