Elimination Reactions of (E)-2,4-Dinitrobenzaldehyde O-Benzoyloximes Promoted by R(2)NH/R(2)NH(2)(+) in 70 mol % MeCN(aq). Change of Reaction Mechanism
- Authors
- Pyun, San Yong; Cho, Bong Rae
- Issue Date
- 5-12월-2008
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF ORGANIC CHEMISTRY, v.73, no.23, pp.9451 - 9453
- Indexed
- SCIE
SCOPUS
- Journal Title
- JOURNAL OF ORGANIC CHEMISTRY
- Volume
- 73
- Number
- 23
- Start Page
- 9451
- End Page
- 9453
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/122238
- DOI
- 10.1021/jo8019412
- ISSN
- 0022-3263
- Abstract
- Elimination reactions of(E)-2,4-(NO(2))(2)C(6)H(3)CH=NOC(O)-C(6)H(4)X (1) promoted by R(2)NH/R(2)NH(2)(+) in 70 mol % MeCN(aq) have been studied kinetically. The reactions are second-order and exhibit Bronsted beta = 0.27-0.32 and vertical bar beta lg vertical bar 0.28-0.32. The result can be described by a negligible interaction coefficient, p(xy) = partial derivative beta/partial derivative pk(lg) = partial derivative beta(lg)/partial derivative pk(BH) approximate to 0, which describes the interaction between the base catalyst and the leaving group. The negligible p(xy) coefficients are consistent with the (Elcb)(irr) mechanism.
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