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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3o2260

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 most abundant product is the primary chloride formed from the tert-butyl end.
  3. CThe secondary chloride has a stereocentre.
  4. DA tertiary chloride is the minor product.

Answer: A, B, C

The alkane is 2,2-dimethylbutane. Weights: nine H on the tert-butyl group give 9; the two H give 7.6; the terminal gives 3; total 19.6 (45.9%, 38.8%, 15.3%). The secondary chloride, 2-chloro-3,3-dimethylbutane, has four different groups on the CHCl carbon. The molecule has no tertiary hydrogen, so D is false.
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