Electronegativity of carbon atoms depends upon their state of hybridisation. In which of the following compounds, the carbon marked with asterisk is most electronegative?

  1. CH3 – CH2 – *CH2 –CH3
  2. CH3 – *CH = CH – CH3
  3. CH3 – CH2 – C ≡ *CH 
  4. CH3 – CH2 – CH = *CH2

Answer (Detailed Solution Below)

Option 3 : CH3 – CH2 – C ≡ *CH 

Detailed Solution

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Correct answer: 3) 

Concept:

  • Electronegativity of carbon atoms depends on their state of hybridization.
  • By Determining the hybridization of each carbon atom marked with an asterisk we can decide the most electronegative carbon atom.
  •  More the s-character, the more the electronegativity of the carbon atom.
  • Thus, the sp hybridized carbon atom is the most electronegative because the contribution of s and p orbitals is 50 %.

Explanation:

  • Electronegativity of carbon depends upon the state of hybridization.
  • As the percentage of s-character in the hybridization of carbon atoms increases, the electronegativity increases.
  • Electronegativity increases as the state of hybridization changes from  to  to sp.
  • Therefore, sp-carbon has the highest electronegativity.
  • sp Hybridized carbon is the most electronegative.
  • It has 50% s-character.
  • So, the carbon marked with the asterisk of compound (C) is sp hybridized.
  • Thus, this carbon is the most electronegative among the given compounds with 50% s−character.
  • The asterisk marked carbon in CH3 – CH2 – C ≡ *CH  is sp hybridised.
  • Hence, it is most electronegative.

Conclusion:

Thus, The asterisk marked carbon in CH3 – CH2 – C ≡ *CH  is sp hybridized. Hence, it is most electronegative.

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