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JEE Advanced levelSingle correct optionDifficulty 3 of 3st037

The oxime of tert-butyl phenyl ketone, , is drawn with the group on the same side of the bond as the phenyl ring. Its CIP descriptor and the reason are

  1. A; phenyl outranks tert-butyl
  2. B; phenyl outranks tert-butyl
  3. C; tert-butyl outranks phenyl
  4. D; tert-butyl outranks phenyl

Answer: A

On nitrogen, outranks the lone pair. On carbon, both tert-butyl and the ipso carbon of phenyl are (phenyl with a duplicate carbon). At the next sphere the phenyl branches are , and a duplicate carbon, while tert-butyl branches are three times. So phenyl outranks tert-butyl. is cis to phenyl, so the descriptor is .
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