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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3g3152

Which of the following alkanes give only ONE monochloro product (constitutional isomer) on free radical chlorination?

  1. ACyclopentane
  2. B2,2-Dimethylpropane
  3. C2,3-Dimethylbutane
  4. D2,2,3,3-Tetramethylbutane

Answer: A, B, D

Count the types of H. Cyclopentane: all ten H are equivalent. 2,2-Dimethylpropane: all twelve H are equivalent. 2,2,3,3-Tetramethylbutane: all eighteen H are equivalent. 2,3-Dimethylbutane has two types (the methyl H and the tertiary H), so it gives two products. Answer: 1, 2 and 4.
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