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JEE Main levelOne or more correct optionsDifficulty 2 of 3st126

None of the following has an sp3 carbon bonded to four different groups. Which of them are chiral (optically active as single enantiomers)?

  1. APenta-2,3-diene,
  2. B3-Methylbuta-1,2-diene,
  3. C2,2'-Dicarboxy-6,6'-dinitrobiphenyl (rotation about the central C-C bond is blocked)
  4. D4,4'-Dibromobiphenyl

Answer: A, C

A chiral axis makes penta-2,3-diene chiral: each terminal carbon has two different groups (H and ) and the two end planes are perpendicular. 3-Methylbuta-1,2-diene has two identical groups on each end carbon of one terminus, so it has a mirror plane. The hindered tetra-ortho-substituted biphenyl (with each ring having two different ortho groups) is chiral, whereas 4,4'-dibromobiphenyl is achiral.
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