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JEE Advanced levelSingle correct optionDifficulty 3 of 3hc159

o-, m- and p-Xylene (the three dimethylbenzenes) are each monochlorinated, ring and side-chain products both being counted (structural isomers only, no stereoisomers). What is the total number of distinct monochloro compounds obtainable from the three xylenes?

  1. A7
  2. B8
  3. C9
  4. D10

Answer: C

o-Xylene: 2 ring (positions 3 and 4) + 1 side-chain = 3. m-Xylene: 3 ring (positions 2, 4, 5) + 1 side-chain = 4. p-Xylene: 1 ring + 1 side-chain = 2. Total = 3 + 4 + 2 = 9. Products from different xylenes cannot coincide.
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