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  4. Which one of the following conformation of cyclohexane is chiral ?

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Q. Which one of the following conformation of cyclohexane is chiral ?

UP CPMTUP CPMT 2010Hydrocarbons

Solution:

Twist-boat conformation of cyclohexane is chiral. The twist-boat conformation i.e.
image
has minimised transannular interaction between "flagpole" hydrogens and at the same time torsional strain between the pair of side carbons of the initial boat are also relieved. The symmetry of twist-boat is reduced and the molecule is chiral