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JEE Advanced levelSingle correct optionDifficulty 3 of 3g3144

Count every stereoisomer (enantiomers counted separately) as a different product. The total number of monochlorination products that can be formed by free radical chlorination of 3-methylpentane is

  1. A8
  2. B10
  3. C4
  4. D6

Answer: A

3-Methylpentane has four kinds of H and gives four constitutional products. 1-Chloro-3-methylpentane has one stereocentre (C3): 2 stereoisomers. 2-Chloro-3-methylpentane has two stereocentres (C2, C3): 4 stereoisomers. 3-Chloro-3-methylpentane is achiral: 1. 1-Chloro-2-ethylbutane is achiral: 1. The total is .
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