Question
Download Solution PDFWhich one of the following compounds can exist as cis-trans isomers?
Answer (Detailed Solution Below)
Detailed Solution
Download Solution PDFCONCEPT:
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.
- 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.
- 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.
- 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
Last updated on Jun 16, 2025
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