(Chemical Equation Presented) Elimination reactions of (E)-2,4-(NO 2)2C6H3CH=NOC(O)-C6H 4X (1) promoted by R2NH/R2NH2 + in 70 mol % MeCN(aq) have been studied kinetically. The reactions are second-order and exhibit Brönsted β = 0.27-0.32 and |βlg| = 0.28-0.32. The result can be described by a negligible Pxy interaction coefficient, pxy = ∂β/ ∂pKlg = ∂βlg/∂pKBH ≈ 0, which describes the interaction between the base catalyst and the leaving group. The negligible pxy coefficients are consistent with the (E1cb) irr mechanism.
ASJC Scopus subject areas
- Organic Chemistry