There are two main types of covalent bond breakage. In homolytic breakage (as in Table

Chapter 9, Problem 9.83

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There are two main types of covalent bond breakage. In homolytic breakage (as in Table 9.2, p. 371), each atom in the bond gets one of the shared electrons. In some cases, the electronegativity of adjacent atoms affects the bond energy. In heterolytic breakage, one atom gets both electrons and the other gets none; thus, a cation and an anion form. (a) Why is the CC bond in H3CCF3 (423 kJ/mol) stronger than that in H3CCH3 (376 kJ/mol)? (b) Use bond energy and any other data to calculate the enthalpy of reaction for the heterolytic cleavage of O2.

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