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JEE Advanced levelSingle correct optionDifficulty 3 of 3st039

Assertion (A): Hexa-2,3,4-triene, , exists as cis and trans isomers, whereas penta-2,3-diene exists as a pair of enantiomers. Reason (R): The substituent planes at the two ends of a cumulene are coplanar when the number of cumulated bonds is odd and perpendicular when it is even.

  1. ABoth A and R are true and R is the correct explanation of A
  2. BBoth A and R are true but R is not the correct explanation of A
  3. CA is true but R is false
  4. DA is false but R is true

Answer: A

The two terminal carbons are joined by a rod of cumulated bonds. With an odd number of bonds (three here) the end planes are coplanar, giving a planar molecule with cis/trans isomerism. With an even number (two in penta-2,3-diene) the end planes are mutually perpendicular, giving an axially chiral, non-planar molecule. Both statements are true and R explains A.
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