Q37 / 150 · MHT CET 2025 (26 Apr Shift 1) · Chemistry

Which of the following compounds does not exhibit optical isomerism?

  • A
    3-Iodohexane
  • B
    2-Iodopentane
  • Correct answer
    C
    2-Iodo-2-methylbutane
  • D
    2-Iodo-3-methylbutane

Solution

Optical isomerism requires chirality, typically from a chiral carbon bonded to four distinct groups.

3-Iodohexane has a chiral carbon at position 3 bonded to -H, -I, -CH2CH3, and -CH2CH2CH3, so it exhibits optical isomerism.

2-Iodopentane has a chiral carbon at position 2 bonded to -H, -I, -CH3, and -CH2CH2CH3, so it exhibits optical isomerism.

2-Iodo-2-methylbutane has a carbon at position 2 bonded to -I, -CH3, another -CH3, and -CH2CH3. With two identical methyl groups, it is not chiral and does not exhibit optical isomerism.

2-Iodo-3-methylbutane has a chiral carbon at position 2 bonded to -H, -I, -CH3, and -CH(CH3)2, so it exhibits optical isomerism.

Thus, the compound that does not exhibit optical isomerism is $\boxed{C}$.

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

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