Elimination reactions of (E)-2,4-dinitrobenzaldehyde O-benzoyloximes promoted by R2NH/R2NH2+ in 70 mol % MeCN(aq). Change of reaction mechanism

Yong Pyun Sang, Rae Cho Bong

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)


(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.

Original languageEnglish
Pages (from-to)9451-9453
Number of pages3
JournalJournal of Organic Chemistry
Issue number23
Publication statusPublished - 2008 Dec 5

ASJC Scopus subject areas

  • Organic Chemistry


Dive into the research topics of 'Elimination reactions of (E)-2,4-dinitrobenzaldehyde O-benzoyloximes promoted by R<sub>2</sub>NH/R<sub>2</sub>NH<sub>2</sub><sup>+</sup> in 70 mol % MeCN(aq). Change of reaction mechanism'. Together they form a unique fingerprint.

Cite this