Mechanism of Elimination from (E)-2,4-Dinitrobenzaldehyde O-pivaloyloxime Promoted by R2NH/R2NH2+ Buffer in 70% MeCN(aq)

Bong Rae Cho; Nam Soon Cho; Hak Suk Chung; Ki Nam Son; Man So Han; Sang Yong Pyun

Mechanism of Elimination from (E)-2,4-Dinitrobenzaldehyde O-pivaloyloxime Promoted by R₂NH/R₂NH₂⁺ Buffer in 70% MeCN(aq)

Bong Rae Cho^*
, Nam Soon Cho
, Hak Suk Chung
, Ki Nam Son
, Man So Han
, Sang Yong Pyun

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

Elimination reactions of (E)-2,4-dinitrobenzaldehyde O-pivaloyloxime promoted by R₂NH/R₂NH₂⁺ buffer in 70% MeCN(aq) have been studied kinetically. The reaction exhibited second order kinetics and general base catalysis with Brönsted β=0.45. The Hammett ρ 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 mechanism is proposed.

Original language	English
Pages (from-to)	1301-1304
Number of pages	4
Journal	Bulletin of the Korean Chemical Society
Volume	18
Issue number	12
Publication status	Published - 1997

ASJC Scopus subject areas

General Chemistry

Cite this

@article{153132ed94ac44178f1099ac639c6023,

title = "Mechanism of Elimination from (E)-2,4-Dinitrobenzaldehyde O-pivaloyloxime Promoted by R2NH/R2NH2+ Buffer in 70\% MeCN(aq)",

abstract = "Elimination reactions of (E)-2,4-dinitrobenzaldehyde O-pivaloyloxime promoted by R2NH/R2NH2+ buffer in 70\% MeCN(aq) have been studied kinetically. The reaction exhibited second order kinetics and general base catalysis with Br{\"o}nsted β=0.45. The Hammett ρ 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 mechanism is proposed.",

author = "Cho, \{Bong Rae\} and Cho, \{Nam Soon\} and Chung, \{Hak Suk\} and Son, \{Ki Nam\} and Han, \{Man So\} and Pyun, \{Sang Yong\}",

year = "1997",

language = "English",

volume = "18",

pages = "1301--1304",

journal = "Bulletin of the Korean Chemical Society",

issn = "0253-2964",

publisher = "Wiley-Blackwell",

number = "12",

}

TY - JOUR

T1 - Mechanism of Elimination from (E)-2,4-Dinitrobenzaldehyde O-pivaloyloxime Promoted by R2NH/R2NH2+ Buffer in 70% MeCN(aq)

AU - Cho, Bong Rae

AU - Cho, Nam Soon

AU - Chung, Hak Suk

AU - Son, Ki Nam

AU - Han, Man So

AU - Pyun, Sang Yong

PY - 1997

Y1 - 1997

N2 - Elimination reactions of (E)-2,4-dinitrobenzaldehyde O-pivaloyloxime promoted by R2NH/R2NH2+ buffer in 70% MeCN(aq) have been studied kinetically. The reaction exhibited second order kinetics and general base catalysis with Brönsted β=0.45. The Hammett ρ 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 mechanism is proposed.

AB - Elimination reactions of (E)-2,4-dinitrobenzaldehyde O-pivaloyloxime promoted by R2NH/R2NH2+ buffer in 70% MeCN(aq) have been studied kinetically. The reaction exhibited second order kinetics and general base catalysis with Brönsted β=0.45. The Hammett ρ 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 mechanism is proposed.

UR - https://www.scopus.com/pages/publications/0642365344

UR - https://www.scopus.com/pages/publications/0642365344#tab=citedBy

M3 - Article

AN - SCOPUS:0642365344

SN - 0253-2964

VL - 18

SP - 1301

EP - 1304

JO - Bulletin of the Korean Chemical Society

JF - Bulletin of the Korean Chemical Society

IS - 12

ER -

Mechanism of Elimination from (E)-2,4-Dinitrobenzaldehyde O-pivaloyloxime Promoted by R₂NH/R₂NH₂⁺ Buffer in 70% MeCN(aq)

Abstract

ASJC Scopus subject areas

Other files and links

Fingerprint

Cite this