In order to examine the structure and stability relationship of tertiary amine of aminoalkylesters, derivatives of [(C
6H
5)(m-CH
3O-C
6H
4) CHCOOCH
2CH
2R
3] were synthesized, changing R
3 to N (CH
3)
2 (I), N (C
2H
5)
2 (II), N (n-C
3H
7)
2 (III), N (iso-C
3H
7)
2 (IV), N (n-C
4H
9)
2 (V), [chemical formula] (VI) and [chemical formula] (VII). By the use of a protonated amine ester as a reaction species, catalytic constants of hydrogen ion (k
H) and hydroxyl ion (k
OH) were determined. The substituents in tertiary amine ester were less effective, either for k
H or k
OH than in secondary amine ester. Although the reactivity of diethylamino esters decreased in the order of secondary amine>tertiary amine≈quaternary ammonium salt for k
H, or secondary amine>tertiary amine>>quaternary ammonium salt for k
OH, the ratios of (k
H)
sec/(k
H)
ter and (k
OH)
sec/(k
OH)
ter (sec and ter denoting secondary and tertiary, respectively) decreased when the ester reactivity decreased.
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