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JEE Advanced levelSingle correct optionDifficulty 3 of 3nm202

If each of the five isomeric hexanes is monochlorinated and all possible structural isomers of are collected, what is the total number of distinct monochloro compounds (stereoisomers not counted)?

  1. A14
  2. B15
  3. C17
  4. D19

Answer: C

Distinct H environments: hexane 3, 2-methylpentane 5, 3-methylpentane 4, 2,2-dimethylbutane 3, 2,3-dimethylbutane 2. Different parent skeletons cannot give the same chloroalkane, so the total is 3 + 5 + 4 + 3 + 2 = 17.
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