NEETChemistryGeneral Organic Chemistry
Which of the following compounds exhibits both geometrical isomerism and optical isomerism?
Options
- A3-Chloropent-2-ene
- B4-Chloro-2-methylpent-2-ene
- C2-Chlorobut-2-ene
- 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