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JEE Advanced levelSingle correct optionDifficulty 3 of 3st255

The compound shown is 2-bromo-3-methylpent-2-ene drawn with a definite geometry. Its configuration is

  1. A
  2. B
  3. C, because the two methyl groups are trans
  4. Dit is a tetrasubstituted alkene and has no geometrical isomers

Answer: A

On C2 the groups are and ; has priority. On C3 the groups are and ; ethyl has priority. In the drawing and ethyl are on opposite sides of the double bond, so the configuration is . Tetrasubstituted alkenes do show isomerism whenever each carbon carries two different groups; the positions of the two methyls are irrelevant to the CIP label.
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