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NEET levelSingle correct optionDifficulty 1 of 3st306

Which one of the structures shown is chiral? Consider configuration only (rings treated as planar).

  1. AStructure (A)
  2. BStructure (B)
  3. CStructure (C)
  4. DStructure (D)

Answer: B

(A) cis-1,2-dichlorocyclopropane has a mirror plane through C3, so it is meso and achiral. (B) trans-1,2-dichlorocyclopropane has the two Cl atoms on opposite faces; the two stereocentres have the same descriptor, there is no mirror plane, and the compound is chiral (one of a pair of enantiomers). (C) 1,1-dichlorocyclopropane has no stereocentre. (D) cis-1,3-dimethylcyclobutane has a mirror plane through C1 and C3 and is achiral. Only (B) is chiral.
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More questions on Cyclic stereoisomers (cyclopropane, cyclobutane, cyclohexane) from structures