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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3o2259

Take the relative reactivities per hydrogen for at 25 C as primary : secondary : tertiary = 1 : 3.8 : 5. The alkane shown is monochlorinated at 25 C. Select all correct statements.

  1. AThree constitutional monochloro products form.
  2. BThe primary chloride is the most abundant product.
  3. CThe tertiary chloride makes up more than 30% of the product.
  4. DNone of the monochloro products is chiral.

Answer: A, B, C

The alkane is 2,4-dimethylpentane. Weights: 12 primary H give 12; the two tertiary H give 10; the two secondary H give 7.6; total 29.6. Percentages are primary 40.5%, tertiary 33.8%, secondary 25.7%. The primary chloride, 1-chloro-2,4-dimethylpentane, has a stereocentre, so statement D is false.
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