The relative ease of the occurrence of SN2 and E2 reactions and the mechanism of related bimolecular processes, such as the base-catalyzed hydrolysis of carboxylic esters and the acid-catalyzed halogenation of aliphatic ketones, are discussed in connection with the MO-theoretical reactivity indices. The results indicate that the valence-inactive populations in the lowest unoccupied (LU) MO are useful reactivity indices for these nucleophilic reactions.
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Fukui et al. (1969) studied this question.
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