How Do You Calculate the Resonance Energy of Benzene?

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SUMMARY

The resonance energy (R.E.) of gaseous benzene can be calculated using the enthalpy changes associated with the formation and dissociation of bonds. The relevant data includes ΔH^{o}_{diss}(H,g) = 435.9 kJ/mol, ΔH^{o}_{sub} C_{graphite} = 718.4 kJ/mol, and ΔH^{o}_{f} Benzene(g) = 82.9 kJ/mol. The formula for R.E. is R.E. = ΔH_{observed} - ΔH_{calculated}, where ΔH_{calculated} is derived from the dissociation energies of the C-H, C-C, and C=C bonds. A common error in calculations involves incorrectly accounting for the number of H-H bonds dissociated.

PREREQUISITES
  • Understanding of thermodynamic concepts such as enthalpy changes
  • Familiarity with bond dissociation energies, specifically ε_{C-H}, ε_{C-C}, and ε_{C=C}
  • Knowledge of the formation reaction of benzene: 6C + 3H_{2} → C_{6}H_{6}
  • Ability to perform calculations involving ΔH and bond energies
NEXT STEPS
  • Study the calculation of resonance energy in other aromatic compounds
  • Learn about the significance of bond dissociation energies in thermodynamics
  • Explore the concept of enthalpy of formation for various hydrocarbons
  • Investigate common mistakes in thermodynamic calculations and how to avoid them
USEFUL FOR

Chemistry students, educators, and professionals involved in organic chemistry and thermodynamics, particularly those focusing on the properties of aromatic compounds like benzene.

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Homework Statement


Determine the resonance energy of gaseous benzene from the following data
ΔH^{o}_{diss}(H,g)=435.9kJmol^{-1}, ΔH^{o}_{sub} C_{graphite}=718.4kJmol^{-1}<br /> ΔH^{o}_{f} Benzene(g)=82.9kJmol^{-1}

ε_{C-H}=416.3kJmol^{-1},ε_{C-C}=331.4kJmol^{-1},ε_{C=C}=591.3kJmol^{-1}

Homework Equations



The Attempt at a Solution


I have the following reaction

6C+3H_{2} \rightarrow C_{6}H_{6}

To calculate ΔH
\left[ 6 \times ΔH^{o}_{sub} C_{graphite} + 6 \times ΔH^{o}_{diss}(H,g) \right] - \left[ 6 \times ε_{C-H} + 3 \times ε_{C-C} + 3 \times ε_{C=C} \right]

Now resonance energy can be calculated by
R.E. = ΔH_{observed}-ΔH_{calculated}

Substituting the values does not give me the correct answer.
 
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To calculate ΔH
\left[ 6 \times ΔH^{o}_{sub} C_{graphite} + 3 \times ΔH^{o}_{diss}(H,g) \right] - \left[ 6 \times ε_{C-H} + 3 \times ε_{C-C} + 3 \times ε_{C=C} \right]

I believe you are dissociating 3 H-H bonds.
 
AGNuke said:
To calculate ΔH
\left[ 6 \times ΔH^{o}_{sub} C_{graphite} + 3 \times ΔH^{o}_{diss}(H,g) \right] - \left[ 6 \times ε_{C-H} + 3 \times ε_{C-C} + 3 \times ε_{C=C} \right]

I believe you are dissociating 3 H-H bonds.

OK So I got my answer(not exactly but very close) but the answer given in my book is positive unlike mine.
 
Its because you did mistake there again.

R.E. = H(calculated) - H(observed)
 

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