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← IIT-JEE 2011 · Paper 2
ChemistryInteger+4Question 18 of 60

IIT-JEE 2011 · Paper 2, Chemistry question 18

The total number of contributing structures showing hyperconjugation (involving C-H bonds) for the following carbocation is

Carbocation: the cationic carbon bears CH₃, CH₂CH₃ and a cyclohexyl group.
Answer and worked solution

Official answer: 6

α-Hydrogens on carbons next to CX+\ce{C+}:

  • CHX3\ce{CH3}: 3
  • CHX2\ce{CH2} of ethyl: 2
  • ring CH of cyclohexyl: 1

Each α C-H gives one hyperconjugative structure: 3+2+1=63+2+1=6.

Answer: 6

Topics:Electronic effects (inductive, resonance, hyperconjugation)Reactive intermediates
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