AMINES AS LEAVING GROUPS IN NUCLEOPHILIC AROMATIC-SUBSTITUTION REACTIONS .3. HYDROLYSIS OF 1-AMINO-2,4-DINITROBENZENES

Authors
DEVARGAS EB REMEDI MV DEROSSI RH
Citation
Eb. Devargas et al., AMINES AS LEAVING GROUPS IN NUCLEOPHILIC AROMATIC-SUBSTITUTION REACTIONS .3. HYDROLYSIS OF 1-AMINO-2,4-DINITROBENZENES, Journal of physical organic chemistry, 8(2), 1995, pp. 113-120
Citations number
21
Categorie Soggetti
Chemistry Physical","Chemistry Inorganic & Nuclear
Journal title
Journal of physical organic chemistry → ACNP
ISSN journal
08943230
Volume
8
Issue
2
Year of publication
1995
Pages
113 - 120
Database
ISI
SICI code
0894-3230(1995)8:2<113:AALGIN>2.0.ZU;2-I
Abstract
The kinetic study of the reaction of 1-pyrrolidino-2,4-dinitrobenzene, 1-piperidino-2,4-dinitrobenzene and 1-morpholino-2,4-dinitrobenzene w ith NaOH in the presence and absence of the amine leaving group was ca rried out in aqueous solutions at 25 degrees C, giving 2,4-dinitrophen ol as the only product, A mechanism involving the formation of a compl exes by addition of HO- or the amine to the unsubstituted positions of the aromatic ring is proposed, These complexes were found to react fa ster than the original substrates.