Abstract:
The reaction of benzaldehyde with lithium metal was studied in two solvents and several temperatures as a model for more complex processes. Conditions were achieved to favor the adsorption of reactant on the metal surface, as wed as to slow down diffusion of the reactive species to solution: reaction within adsorbed species produces benzyl benzoate in high yield.
Registro:
Documento: |
Artículo
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Título: | Conversion of benzaldehyde into benzyl benzoate from the reaction with lithium metal in hexane |
Autor: | Nudelman, N.S.; Mendiara, S. |
Filiación: | Depto. de Quimica Organica, Facultad de Ciencias Exactas, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina Depto. de Quimica, Facultad de Ciencias Exactas, Universidad de Mar del Plata, Mar del Plata, Argentina
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Palabras clave: | benzaldehyde; benzyl benzoate; adsorption; article; catalysis; drug synthesis; electron transport; in vitro study; methodology; model |
Año: | 1997
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Volumen: | 38
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Número: | 13
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Página de inicio: | 2245
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Página de fin: | 2248
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DOI: |
http://dx.doi.org/10.1016/S0040-4039(97)00334-1 |
Título revista: | Tetrahedron Letters
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Título revista abreviado: | TETRAHEDRON LETT.
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ISSN: | 00404039
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CODEN: | TELEA
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CAS: | benzaldehyde, 100-52-7; benzyl benzoate, 120-51-4, 8022-66-0
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404039_v38_n13_p2245_Nudelman |
Referencias:
- Adamson, A.W., (1990) Physical Chemistry of Surfaces, , Wiley & Sons, New York
- Sinfelt, J.H., (1987) Acc. Chem. Res., 20, p. 134
- Stockwell, D.M., Bennett, C.O., (1988) J. Catal., 110, p. 354
- Stockwell, D.M., Chung, J.S., Bennett, C.O., (1988) J. Catal., 122, p. 135
- Baetzold, R.C., Monnier, J.R., (1986) J. Phys. Chem., 90, p. 2944
- Nudelman, N.S., Carbonylation of main-group organometallic compounds (1989) The Chemistry of Double Bonded Functional Groups, , Patai, S. and Rappoport, Z. eds., ch. 13, Wiley, Chichester and references therein
- Nudelman, N.S., Lewkowicz, E.S., Furlong, J.P.J., (1993) J. Org. Chem., 58, p. 1847
- Nudelman, N.S., Lewkowicz, E.S., Perez, D.R., (1990) Synthesis, p. 917
- Nudelman, N.S., Doctorovich, F., (1994) Tetrahedron, 50, p. 4651
- Baerns, M., Ross, J.R.H., Van Der Wiele, K., (1989) Methane Activation, Catalysis Today, p. 4
- Nudelman, N.S., Mendiara, S., (1996) J. Phys. Org. Chem., , in press
- Stapp, P.R., (1973) J. Org. Chem., 38, p. 1433
- Larock, R.C., (1989) Comprehensive Organic Transformations, p. 840. , VCH, New York
- Fox, M.A., (1992) Chem. Rev., 92, p. 365. , and refs. therein
- Masnovi, J., Maticic, J., (1988) J. Am. Chem. Soc., 110, p. 5189
- Saito, Y., Ikehera, H., Kasatani, R., Watanabe, M., Matsuura, T., (1986) J. Am. Chem. Soc., 108, p. 5190
- Masnovi, J., Samsel, E.G., Bullok, R.M., (1989) J. Chem. Soc. Chem Comm, p. 1044
- Ashby, E.C., Coleman, D., Gamasa, M., (1987) J. Org. Chem., 52, p. 4079
- Shriver, D.F., (1989) The Manipulation of Air-Sensitive Compounds, , Wiley, N. Y
Citas:
---------- APA ----------
Nudelman, N.S. & Mendiara, S.
(1997)
. Conversion of benzaldehyde into benzyl benzoate from the reaction with lithium metal in hexane. Tetrahedron Letters, 38(13), 2245-2248.
http://dx.doi.org/10.1016/S0040-4039(97)00334-1---------- CHICAGO ----------
Nudelman, N.S., Mendiara, S.
"Conversion of benzaldehyde into benzyl benzoate from the reaction with lithium metal in hexane"
. Tetrahedron Letters 38, no. 13
(1997) : 2245-2248.
http://dx.doi.org/10.1016/S0040-4039(97)00334-1---------- MLA ----------
Nudelman, N.S., Mendiara, S.
"Conversion of benzaldehyde into benzyl benzoate from the reaction with lithium metal in hexane"
. Tetrahedron Letters, vol. 38, no. 13, 1997, pp. 2245-2248.
http://dx.doi.org/10.1016/S0040-4039(97)00334-1---------- VANCOUVER ----------
Nudelman, N.S., Mendiara, S. Conversion of benzaldehyde into benzyl benzoate from the reaction with lithium metal in hexane. TETRAHEDRON LETT. 1997;38(13):2245-2248.
http://dx.doi.org/10.1016/S0040-4039(97)00334-1