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JEE Advanced levelSingle correct optionDifficulty 3 of 3st045

A Newman projection of 2-bromo-3-chlorobutane, , is viewed along the C2-C3 bond with C2 in front. Front carbon (C2): at 12 o'clock, at 4 o'clock, at 8 o'clock. Back carbon (C3): at 2 o'clock, at 6 o'clock, at 10 o'clock. The configuration of the compound is

  1. A
  2. B
  3. C
  4. D

Answer: D

Priorities at C2: (it carries ) . At C3: (it carries ) . Converting the Newman projection to three-dimensional coordinates (front groups towards the viewer, back groups away) and applying the right-hand rule to the priority order gives at C2 and at C3 (checked by computing the signed volume of the three highest priority groups relative to the lowest). Result: .
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