Artículo
Abstract:
The reaction of 2-amino-5-chlorobenzophenone (1) with 0·5-2 M HCI was studied in 1:1 (v/v) MeOH-H2O at 60 and 80 °C. Products that were isolated were characterized as 2-(N-methylamino-5-chlorobenzophenone (2), 2-amino-3,5-dichlorobenzophenone (3), 2-N-methylamino-3,5-dichlorobenzophenone (4), 2-(N,N-dimethylamino-5-chlorobenzophenone (5), 2,4-dichloro-10-methyl-9,10-acridinone (6) and 2,4-dichloro-9,10-acridinone (7). The rates of reaction of 1 and the rates of formation of 2-5 were measured at several HCI concentrations. The methyl transfers, the chlorination and the cyclization reactions that give rise to 2-7 were unexpected under the present reaction conditions. A set of differential equations was proposed in order to calculate the rate constants for each step of this complex reaction. The proposed reaction scheme also takes into account the reaction 2→1 and permits the calculation of the rate constants for this reversible reaction. The experimental values of the rate constants for reaction of 1 were compared with those for 2 under the same reaction conditions, in order to evaluate the importance of the methyl group on the methyl transfer reactions; it was found that the methyl group is not required for the unexpected reaction to occur. © 1997 by John Wiley & Sons, Ltd.
Registro:
| Documento: | Artículo |
| Título: | Kinetic study of the reactions of 2-amino-5-chlorobenzophenone with HCl in MeOH-H2O |
| Autor: | Sbarbati Nudelman, N.; De Waisbaum, R.G. |
| Filiación: | Depto. de Quim. Orgánica, Fac. de Ciencias Exaclas y Naturales, Ciudad Universitaria, 1428 Buenos Aires, Argentina |
| Palabras clave: | 2-amino-5-chlorobenzophenone; Hydrochloric acid; Kinetics |
| Año: | 1997 |
| Volumen: | 10 |
| Número: | 2 |
| Página de inicio: | 97 |
| Página de fin: | 106 |
| Título revista: | Journal of Physical Organic Chemistry |
| Título revista abreviado: | J Phys Org Chem |
| ISSN: | 08943230 |
| CODEN: | JPOCE |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v10_n2_p97_SbarbatiNudelman |
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Citas:
---------- APA ----------
Sbarbati Nudelman, N. & De Waisbaum, R.G. (1997) . Kinetic study of the reactions of 2-amino-5-chlorobenzophenone with HCl in MeOH-H2O. Journal of Physical Organic Chemistry, 10(2), 97-106.Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v10_n2_p97_SbarbatiNudelman [ ]
---------- CHICAGO ----------
Sbarbati Nudelman, N., De Waisbaum, R.G. "Kinetic study of the reactions of 2-amino-5-chlorobenzophenone with HCl in MeOH-H2O" . Journal of Physical Organic Chemistry 10, no. 2 (1997) : 97-106.Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v10_n2_p97_SbarbatiNudelman [ ]
---------- MLA ----------
Sbarbati Nudelman, N., De Waisbaum, R.G. "Kinetic study of the reactions of 2-amino-5-chlorobenzophenone with HCl in MeOH-H2O" . Journal of Physical Organic Chemistry, vol. 10, no. 2, 1997, pp. 97-106.Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v10_n2_p97_SbarbatiNudelman [ ]
---------- VANCOUVER ----------
Sbarbati Nudelman, N., De Waisbaum, R.G. Kinetic study of the reactions of 2-amino-5-chlorobenzophenone with HCl in MeOH-H2O. J Phys Org Chem. 1997;10(2):97-106.Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v10_n2_p97_SbarbatiNudelman [ ]
