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Ch.8 - Basic Concepts of Chemical Bonding
Chapter 8, Problem 117

(a) Compare the bond enthalpies (Table 8.3) of the carbon– carbon single, double, and triple bonds to deduce an average pi bond contribution to the enthalpy. What fraction of a single bond does this quantity represent?

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Identify the bond enthalpies for carbon-carbon single, double, and triple bonds from Table 8.3.
Calculate the difference in bond enthalpy between the double bond and the single bond to find the contribution of one \( \pi \) bond.
Calculate the difference in bond enthalpy between the triple bond and the double bond to find the contribution of the second \( \pi \) bond.
Average the contributions of the two \( \pi \) bonds to find the average \( \pi \) bond contribution to the enthalpy.
Determine what fraction of the single bond enthalpy this average \( \pi \) bond contribution represents by dividing the average \( \pi \) bond contribution by the single bond enthalpy.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Bond Enthalpy

Bond enthalpy, or bond dissociation energy, is the amount of energy required to break a bond in a molecule in the gas phase. It is typically expressed in kilojoules per mole (kJ/mol) and varies depending on the type of bond. For example, carbon–carbon single, double, and triple bonds have different bond enthalpies, reflecting the strength and stability of these bonds.
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Pi Bonds

Pi bonds are a type of covalent bond that occurs when two lobes of an orbital on one atom overlap with two lobes of an orbital on another atom, forming a bond above and below the axis connecting the two nuclei. In carbon compounds, pi bonds are present in double and triple bonds, contributing to the overall bond strength and stability. Understanding the contribution of pi bonds to bond enthalpy is essential for comparing different types of carbon bonds.
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Fractional Bond Contribution

The fractional bond contribution refers to the proportion of energy associated with a specific type of bond within a larger bonding framework. In this context, it involves calculating the average contribution of pi bonds to the overall bond enthalpy of carbon bonds. By comparing the bond enthalpies of single, double, and triple bonds, one can deduce how much of the bond energy in a single bond is represented by the pi bond contribution.
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