THE DIMER NUCLEOPHILE MECHANISM - THE REACTION OF 2,6-DINITROANISOLE WITH BUTYLAMINE IN TOLUENE AND IN TOLUENE-OCTANOL BINARY SOLVENTS

Authors
NUDELMAN NS SAVIDI M NICOTRA V YANKELEVICH J
Citation
Ns. Nudelman et al., THE DIMER NUCLEOPHILE MECHANISM - THE REACTION OF 2,6-DINITROANISOLE WITH BUTYLAMINE IN TOLUENE AND IN TOLUENE-OCTANOL BINARY SOLVENTS, Anales de la Asociacion Quimica Argentina, 85(5-6), 1997, pp. 231-237
Citations number
33
Categorie Soggetti
Chemistry
Journal title
Anales de la Asociacion Quimica Argentina → ACNP
ISSN journal
03650375
Volume
85
Issue
5-6
Year of publication
1997
Pages
231 - 237
Database
ISI
SICI code
0365-0375(1997)85:5-6<231:TDNM-T>2.0.ZU;2-Q
Abstract
The reactions of 2,6-dinitroanisole with butylamine have been studied in toluene and in toluene-octanol mixtures. The second order rate coef ficients, k(A) in toluene show a parabolic dependence of the amine con centration which indicates a third order in amine kinetic law. Small a dditions of octanol to the solvent produce an abrupt decrease in rate, which is unexpected on the basis of the classical effect of a polar m edium on a dipolar transition state. This and other results are well e xplained in the frame of the ''dimer nucleophile'' mechanism.