MECHANISM OF ELIMINATION FROM (E)-2,4-DINITROBENZALDEHYDE O-PIVALOYLOXIME PROMOTED BY R2NH R2NH2+ BUFFER IN 70-PERCENT MECN(AQ)/

Authors
CHO BR CHO NS CHUNG HS SON KN HAN MS PYUN SY
Citation
Br. Cho et al., MECHANISM OF ELIMINATION FROM (E)-2,4-DINITROBENZALDEHYDE O-PIVALOYLOXIME PROMOTED BY R2NH R2NH2+ BUFFER IN 70-PERCENT MECN(AQ)/, Bulletin of the Korean Chemical Society, 18(12), 1997, pp. 1301-1304
Citations number
11
Journal title
Bulletin of the Korean Chemical Society → ACNP
ISSN journal
02532964
Volume
18
Issue
12
Year of publication
1997
Pages
1301 - 1304
Database
ISI
SICI code
0253-2964(1997)18:12<1301:MOEF(O>2.0.ZU;2-W
Abstract
Elimination reactions of (E)-2,4-dinitrobenzaldehyde O-pivaloyloxime p romoted by R2NH/R2NH2+ buffer in 70% MeCN(aq) have been studied kineti cally. The reaction exhibited second order kinetics and general base c atalysis with Bronsted beta=0.45. The Hammett rho value decreased from 2.3 to 1.6 as the base-solvent system was changed from DBU in MeCN to R2NH/R2NH2+ buffer in 70% MeCN(aq). From these results an E2 mechanis m is proposed.