JEE Main levelSingle correct optionDifficulty 2 of 3hx232
The enantiopure chloride shown reacts with NaSH in DMF by SN2 to give the thiol. Give the CIP descriptor of the product.
AR
BS
CA racemic mixture, written (RS)
DNo stereocentre remains
Answer: B
The reactant is (R)-2-chlorobutane. In the thiol the priorities are SH>CHX2CHX3>CHX3>H, the same rank order as Cl>CHX2CHX3>CHX3>H, so inversion of geometry flips the label: the product is (S)-butane-2-thiol (RDKit: C[C@H](S)CC is S).