Reaction of 2,6-dinitroanisole with cyclohexylamine in toluene-octanol binary solvents. Further support for the 'dimer nucleophile mechanism' in aromatic nucleophilic substitution
The reaction of 2,6-dinitroanisole with cyclohexylamine in toluene, octanol and toluene-octanol mixtures has been studied at several amine concentrations. The reactions in toluene and in octanol-toluene mixtures up to 30% octanol show a third-order kinetic dependence on [amine]. Although the reactio...
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| Formato: | Capítulo de libro |
| Lenguaje: | Inglés |
| Publicado: |
1993
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| Acceso en línea: | Registro en Scopus Handle Registro en la Biblioteca Digital |
| Aporte de: | Registro referencial: Solicitar el recurso aquí |
| LEADER | 02591caa a22003017a 4500 | ||
|---|---|---|---|
| 001 | PAPER-161 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518202932.0 | ||
| 008 | 190411s1993 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-37049072280 | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 100 | 1 | |a Nudelman, N.S. | |
| 245 | 1 | 0 | |a Reaction of 2,6-dinitroanisole with cyclohexylamine in toluene-octanol binary solvents. Further support for the 'dimer nucleophile mechanism' in aromatic nucleophilic substitution |
| 260 | |c 1993 | ||
| 270 | 1 | 0 | |m Nudelman, N.S.; Dpto. de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, 1428 Buenos Aires, Argentina |
| 506 | |2 openaire |e Política editorial | ||
| 520 | 3 | |a The reaction of 2,6-dinitroanisole with cyclohexylamine in toluene, octanol and toluene-octanol mixtures has been studied at several amine concentrations. The reactions in toluene and in octanol-toluene mixtures up to 30% octanol show a third-order kinetic dependence on [amine]. Although the reaction rates in toluene and octanol are very similar, addition of small amounts of octanol to the toluene solution diminishes the rate of reaction, reaching a minimum value at 30-50% octanol, after which the rate increases almost linearly with the octanol content. These and other results, here described, are satisfactorily explained by the previously proposed 'dimer nucleophile mechanism'. Previously reported similar observations in methanol-benzene mixtures were criticised as being due to the reversibility of the reaction. The present results confirm the previously reported mechanism and the irreversibility of the reaction under the reaction conditions. |l eng | |
| 593 | |a Dpto. de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, 1428 Buenos Aires, Argentina | ||
| 700 | 1 | |a Marder, M. | |
| 700 | 1 | |a Gurevich, A. | |
| 773 | 0 | |d 1993 |h pp. 229-233 |k n. 2 |x 1472779X |t Journal of the Chemical Society, Perkin Transactions 2 | |
| 856 | 4 | 1 | |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-37049072280&partnerID=40&md5=5e81399cda70df0ee7dd04038a9e4879 |y Registro en Scopus |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_1472779X_v_n2_p229_Nudelman |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1472779X_v_n2_p229_Nudelman |y Registro en la Biblioteca Digital |
| 961 | |a paper_1472779X_v_n2_p229_Nudelman |b paper |c PE | ||
| 962 | |a info:eu-repo/semantics/article |a info:ar-repo/semantics/artículo |b info:eu-repo/semantics/publishedVersion | ||
| 963 | |a VARI | ||
| 999 | |c 61114 | ||