Artículo
Grande, M.C.; Barrero, C.R.; Marschoff, C.M.; Rodríguez, J.B.; Gros, E.G. "Solubility of two stable iminium salts in 12 polar solvents" (2002) Journal of Chemical and Engineering Data. 47(6):1337-1338
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Abstract:
Despite their biological importance, little is known about the physicochemical properties of iminium salts due to their high reactivity with water. Our group has synthesized several iminium salts that are unusually stable to hydrolysis. In the present work, solubility data are reported as a function of temperature for two of these compounds, namely, 8-acetamide-2,4,4,8-tetramethyl-3-azabicyclo[3.3.1]non-2-ene perchlorate and 8-benzamide-2-phenyl-4,4,8-trimethyl-3-azabicyclo[3.3.1]non-2-ene perchlorate, in 12 different polar solvents. Thermodynamic quantities related to the solution process are calculated.
Registro:
| Documento: | Artículo |
| Título: | Solubility of two stable iminium salts in 12 polar solvents |
| Autor: | Grande, M.C.; Barrero, C.R.; Marschoff, C.M.; Rodríguez, J.B.; Gros, E.G. |
| Filiación: | Department of Chemistry, Facultad de Ingeniería, Universidad de Buenos Aires, Paseo Colón 850, (1063) Buenos Aires, Argentina Department of Chemical Engineering, Facultad de Ingeniería, Universidad de Buenos Aires, Paseo Colón 850, (1063) Buenos Aires, Argentina Department of Organic Chemistry, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellon 2, Ciudad Universitaria, (1428) Buenos Aires, Argentina |
| Palabras clave: | Hydrolysis; Infrared spectroscopy; Nuclear magnetic resonance spectroscopy; Solubility; Solvents; Synthesis (chemical); Temperature; Water; Iminium salts; Physicochemical properties; Polar solvents; Organic compounds |
| Año: | 2002 |
| Volumen: | 47 |
| Número: | 6 |
| Página de inicio: | 1337 |
| Página de fin: | 1338 |
| DOI: | http://dx.doi.org/10.1021/je010263o |
| Título revista: | Journal of Chemical and Engineering Data |
| Título revista abreviado: | J Chem Eng Data |
| ISSN: | 00219568 |
| CODEN: | JCEAA |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00219568_v47_n6_p1337_Grande |
Referencias:
- (1976) Iminium Salts in Organic Chemistry. Part 1, , Böhme, H., Viehe, H. G., Eds.; John Wiley & Sons: New York
- (1979) Iminium Salts in Organic Chemistry. Part 2, , Böhme, H., Viehe, H. G., Eds.; John Wiley & Sons: New York
- Caram, J.A., Martins, M.E., Marschoff, C.M., Cafferata, L.F.R., Gros, G.E., Ritter reaction on terpenoids. I. Stereospecific preparation of (1S,5R,8R) and (1R,5S,8S) 8-acetamido-2,4,4,8-tetramethyl-3-azabicyclo[3.3.1]non-2-ene perchlorate (1984) Z. Naturforsch., 39 b, pp. 972-974
- Samaniego, W.N., Baldessari, A., Ponce, M.A., Rodríguez, J.B., Gros, E.G., Caram, J.A., Marschoff, C.M., Ritter reaction on terpenoids. III. Stereospecific preparation of [3.3.1] substituted piperidines (1994) Tetrahedron Lett., 35, pp. 6967-6968
- Rodríguez, J.B., Gros, E.G., Caram, J.A., Marschoff, C.M., Ritter reaction on terpenoids. IV. Remarkable tendency to produce 3-azabicyclo[3.3.1]non-2-ene systems from mono and sesquiterpenes (1995) Tetrahedron Lett., 36, pp. 7825-7826
- Vitturro, H.R., Rivero, B.E., Piro, O.E., Caram, J.A., Martins, M.E., Marschoff, C.M., Crystal and molecular structure of 8-acetamido-2,4,4,8-tetramethyl-3-azaniumbicyclo[3.3.1]non-2-ene perchlorate (1987) Can. J. Chem., 65, pp. 2000-2003
- Caram, J.A., Rivero, B.E., Piro, O.E., Gros, E.G., Marschoff, C.M., On the unusual hydrolysis reaction of 8-acetamido-2,4,4,8-tetramethyl-3-azaniumbicyclo[3.3.1]non-2-ene perchlorate (1990) Can. J. Chem., 68, pp. 334-338
Citas:
---------- APA ----------
Grande, M.C., Barrero, C.R., Marschoff, C.M., Rodríguez, J.B. & Gros, E.G. (2002) . Solubility of two stable iminium salts in 12 polar solvents. Journal of Chemical and Engineering Data, 47(6), 1337-1338.http://dx.doi.org/10.1021/je010263o
---------- CHICAGO ----------
Grande, M.C., Barrero, C.R., Marschoff, C.M., Rodríguez, J.B., Gros, E.G. "Solubility of two stable iminium salts in 12 polar solvents" . Journal of Chemical and Engineering Data 47, no. 6 (2002) : 1337-1338.http://dx.doi.org/10.1021/je010263o
---------- MLA ----------
Grande, M.C., Barrero, C.R., Marschoff, C.M., Rodríguez, J.B., Gros, E.G. "Solubility of two stable iminium salts in 12 polar solvents" . Journal of Chemical and Engineering Data, vol. 47, no. 6, 2002, pp. 1337-1338.http://dx.doi.org/10.1021/je010263o
---------- VANCOUVER ----------
Grande, M.C., Barrero, C.R., Marschoff, C.M., Rodríguez, J.B., Gros, E.G. Solubility of two stable iminium salts in 12 polar solvents. J Chem Eng Data. 2002;47(6):1337-1338.http://dx.doi.org/10.1021/je010263o
