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Which one of the following conformation of cyclohexane is chiral?
Symmetry criterion for chirality
chiral or achiral depends on its symmetry elements.
Symmetry criterion for chirality
A molecule (or a single conformation) is achiral if it possesses any of the following improper symmetry elements:
• a plane of symmetry (σ)
• a center of symmetry (i)
• an n-fold rotation-reflection axis (Sn)
If none of these is present, the conformation is chiral and can exist as a pair of enantiomers.
Case 1: Chair conformation
The chair has a C3 rotational axis and three equivalent vertical mirror planes that pass through opposite C-C bonds. Because of these σ planes, the chair is achiral.
Case 2: Boat conformation
The ideal boat possesses one plane of symmetry that bisects the ring through the two “flagpole” carbons. Presence of this σ plane renders the boat achiral.
Case 3: Rigid (half-chair) conformation
The term “rigid” usually refers to the half-chair obtained during ring inversion. This half-chair contains an improper S4 axis (a 90° rotation followed by reflection), so it is also achiral.
Case 4: Twist boat (skew boat) conformation
When the boat puckers to relieve steric repulsion, the symmetry plane is lost and only a C2 proper rotational axis remains. Because there is no mirror plane, center of symmetry, or Sn axis, the twist boat is chiral; it exists as two non-superposable mirror-image conformers.
Therefore, among the listed conformations, only the twist boat lacks any improper symmetry element and is chiral.
Option A which is: Twist boat
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