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← IIT-JEE 2008 · Paper 1
ChemistryMultiple correct+4 / -1Question 54 of 69

IIT-JEE 2008 · Paper 1, Chemistry question 54

The correct statement(s) concerning the structures E, F and G is (are)

E: 3-methylpentan-2-one, CH₃CH₂-CH(CH₃)-CO-CH₃. F: its enol 3-methylpent-2-en-2-ol with the OH and the ethyl group on the same side of the C=C. G: the other geometric isomer of the same enol, with OH and ethyl on opposite sides.
Choose one or more options
Answer and worked solution

Official answer: B, C, D

E is the ketone 3-methylpentan-2-one; F and G are its enol, 3-methylpent-2-en-2-ol, with OH and ethyl cis and trans across the C=C.

  • (A) Resonance structures differ only in electron positions; E and F/G differ in the position of an H atom. False.
  • (B) Keto and enol forms interconvert by moving a proton: E/F and E/G are tautomers. True.
  • (C) F and G differ only in the arrangement about the C=C: geometrical isomers. True.
  • (D) Geometrical isomers are stereoisomers that are not mirror images: diastereomers. True.

(B), (C), (D)

Topics:Structural isomerismGeometrical isomerism
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