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JEE Advanced levelSingle correct optionDifficulty 3 of 3st260

The compound shown is 2-isopropyl-3-methylpent-2-en-1-ol drawn with a definite geometry. Which option gives its configuration with the correct reasoning?

  1. A; outranks isopropyl on C2 and ethyl outranks methyl on C3, and these two groups are on the same side
  2. B; isopropyl outranks on C2 because it has more carbon atoms
  3. C; isopropyl outranks on C2 and lies on the same side as ethyl
  4. D; outranks isopropyl on C2 and lies on the same side as methyl

Answer: A

On C2 compare , whose carbon is attached to (O,H,H), with isopropyl, whose carbon is attached to (C,C,H). At the first point of difference O beats C, so has priority; the number of carbons does not matter. On C3 ethyl (C,H,H) outranks methyl (H,H,H). In the drawing and ethyl are on the same side of the double bond, so the configuration is .
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