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Bond energy is defined as the energy required to break a particular bond in a molecule in the gas phase. Its value depends on not only the identity of the bonded atoms but also their environment. Thus the bond energy of a C–H single bond is not the same in all organic compounds. For example, the energy required to break a C–H bond in methane varies by as much as 25% depending on how many other bonds in the molecule have already been broken (Table 1.1 ); that is, the C–H bond energy depends on its molecular environment. Except for diatomic molecules, the bond energies are average values for all bonds of a given type in a range of molecules. Even so, they are not likely to differ from the actual value of a given bond by more than about 10%.
Table 1.1 Energies for the Dissociation of Successive C–H Bonds in Methane
Reaction | D (kJ/mol) |
---|---|
CH4(g) → CH3(g) + H(g) | 439 |
CH3(g) → CH2(g) + H(g) | 462 |
CH2(g) → CH(g) + H(g) | 424 |
CH(g) → C(g) + H(g) | 338 |
Source: Data from CRC Handbook of Chemistry and Physics (2004).
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