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JEE Main levelSingle correct optionDifficulty 2 of 3o4246

In the more stable chair conformation of the compound shown, bromine is axial. How many ring hydrogen atoms are anti-periplanar (dihedral angle 180 degrees) to the C-Br bond?

  1. A1
  2. B2
  3. C3
  4. D4

Answer: B

The cis isomer has the tert-butyl group equatorial and bromine axial. The only hydrogens anti-periplanar to an axial C-Br bond are the axial hydrogens on the two neighbouring ring carbons, C-2 and C-6, one on each. The count is 2, and these are the hydrogens removed in E2.
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