(Equations and resonance structures for benzene delocalization are present but the main problem text — Physical Chemistry Chemistry Question
Localization and delocalization in benzene
(Equations and resonance structures for benzene delocalization are present but the main problem text is missing from the excerpts)
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Model Answer
3 C2H2 = C6H6
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(K1)
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Eπ = 2t
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EK1 = 3 × 2t = 6t
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(K2)
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EK2 = EK1 = 6t
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Using c1^2 + c2^2 = 1,
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EK(H12 = 0) = (1 − c1^2) EK2 + c1^2 EK1
ΔE1 = 7t – 6t = t
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t < 0, so ΔE1 < 0: electronic delocalization contributes to stabilize the benzene molecule.
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See answer 2.13.
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EMO = 2 × 2t + 4t = 8t and ΔE2 = (2 × 2t + 4t) – 6t = 2t
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Since t < 0, ΔE2 = 2t < t = ΔE1
*(ΔrHb°).*
|ΔrHb°| < 3 |ΔrHc°| |ΔrHb°| = 3 |ΔrHc°| |ΔrHb°| > 3 |ΔrHc°|
Model Answer
Correct answer: ІΔrHbІ < 3 ІΔrHc°І