Which one of the following compounds can exist as cis-trans isomers?

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NEET 2025 Official Paper (Held On: 04 May, 2025)
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  1. Pent-1-ene
  2. 2-Methylhex-2-ene
  3. 1,1-Dimethylcyclopropane
  4. 1,2-Dimethylcyclohexane

Answer (Detailed Solution Below)

Option 4 : 1,2-Dimethylcyclohexane
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CT 1: Botany (Cell:The Unit of Life)
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Detailed Solution

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CONCEPT:

Cis-Trans Isomerism

  • Cis-trans isomerism (or geometric isomerism) occurs when a molecule has restricted rotation, typically due to the presence of a double bond or a ring structure, and two distinct groups are attached to the atoms involved in the restricted rotation.
  • For cis-trans isomerism to exist:
    • In alkenes: The carbon atoms in the double bond must each have two different groups attached to them.
    • In cyclic compounds: The ring restricts rotation, and two substituents attached to different carbons in the ring can be oriented on the same side (cis) or opposite sides (trans).

EXPLANATION:

  • Pent-1-ene:
    • Pent-1-ene has a terminal double bond (C1=C2), and one of the carbons in the double bond (C1) has two identical hydrogen atoms. Therefore, it cannot exhibit cis-trans isomerism.
  • 2-Methylhex-2-ene:
    • The double bond in 2-methylhex-2-ene (C2=C3) has two same groups attached to both C2. Therefore, it can not exhibit cis-trans isomerism.
  • 1,1-Dimethylcyclopropane:
    • In 1,1-dimethylcyclopropane, both methyl groups are attached to the same carbon atom in the ring. Since the substituents are not on different carbons, cis-trans isomerism is not possible.
  • 1,2-Dimethylcyclohexane:
    • In 1,2-dimethylcyclohexane, the methyl groups are attached to different carbons in the ring, and the ring restricts rotation. Therefore, it can exhibit cis-trans isomerism.

Therefore, the compounds that can exhibit cis-trans isomerism is 1,2-Dimethylcyclohexane

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