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JEE Main levelSingle correct optionDifficulty 2 of 3st190

Match the compounds in Column I with the total number of stereoisomers in Column II (count all enantiomers and diastereomers, configuration only). Column I: (P) 1,2-dimethylcyclobutane; (Q) 1,3-dimethylcyclobutane; (R) 1-bromo-2-chlorocyclobutane; (S) chlorocyclobutane. Column II: (1) 1; (2) 2; (3) 3; (4) 4.

  1. AP-3, Q-2, R-4, S-1
  2. BP-3, Q-4, R-2, S-1
  3. CP-2, Q-3, R-4, S-1
  4. DP-3, Q-2, R-1, S-4

Answer: A

(P) Two identical substituents on adjacent carbons: cis (meso) plus the trans pair gives 3. (Q) 1,3-Dimethylcyclobutane has a mirror plane in both cis and trans isomers, so only 2. (R) Two different substituents and two stereocentres give . (S) Chlorocyclobutane has no stereocentre, so 1. The match is P-3, Q-2, R-4, S-1.
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