Abstract
The kinetics of the addition of morpholine or pyrrolidine to olefins activated by various electron-attracting groups have been measured. From the kinetic data the following reactivity order for X in compounds CH2CHX has been derived: PhCO > SO3Ph > CHO > MeCO > CO2Ph > p-Me·C6H4·SO2 > CO2Me > CN > CONH2 > PO(OEt)2 > p-NO2·C6H4. This order is mainly determined by the activation enthalpies. Reactivity orders in several reactions from the literature are compared, the factors governing them are discussed, and an extended reactivity scale is suggested. It is suggested that pKa values of the corresponding CH3X compounds can serve as a reasonable basis for reactivity comparisons, and a linear relationship between log k and pKa was found.
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