Reactions of nitroanisoles. Part 6. Reaction of 2,6-dinitroanisole with cyclohexylamine in mixed solvents. Solvent evidence for the 'dimer' mechanism

The reaction of 2,6-dinitroanisole with cyclohexylamine in methanol and benzene-methanol was studied at several amine concentrations. Although the reaction rate in methanol is higher than in benzene, addition of small amounts of methanol to the benzene solution diminishes the rate of reaction (which...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autor principal: Nudelman, N.S
Otros Autores: Palleros, D.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 1984
Acceso en línea:Registro en Scopus
DOI
Handle
Registro en la Biblioteca Digital
Aporte de:Registro referencial: Solicitar el recurso aquí
LEADER 07276caa a22009497a 4500
001 PAPER-1106
003 AR-BaUEN
005 20230518203027.0
008 190411s1984 xx ||||fo|||| 00| 0 eng|d
024 7 |2 scopus  |a 2-s2.0-37049095016 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
100 1 |a Nudelman, N.S. 
245 1 0 |a Reactions of nitroanisoles. Part 6. Reaction of 2,6-dinitroanisole with cyclohexylamine in mixed solvents. Solvent evidence for the 'dimer' mechanism 
260 |c 1984 
270 1 0 |m Nudelman, N.S.; Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pab. II, 1428 Buenos Aires, Argentina 
506 |2 openaire  |e Política editorial 
504 |a Nudelman, N.S., Palleros, D., J. Chem. Soc., Perkin Trans. 2, , Part 5, to be submitted 
504 |a Hine, J., (1975) Structural Effects on Equilibria in Organic Chemistry, , Wiley, New York 
504 |a Reichardt, C., (1979) Solvent Effects in Organic Chemistry, , Verlag Chemie, Weinheim 
504 |a Amis, E.S., (1965) Solvent Effects on Reaction Rates and Mechanisms, , Academic Press, New York 
504 |a Bunnett, J.F., Morath, R.J., (1955) J. Am. Chem. Soc, 77, p. 5051 
504 |a Nudelman, N.S., Brieux, J.A., (1970) An. Asoc. Quim. Arg, 58, p. 207 
504 |a Nudelman, N.S., Brieux, J.A., An. Asoc. Quim. Arg, 217p 
504 |a Kavalek, J., Sterba, V., (1973) Collect Czech. Chem. Commun, 38, p. 884 
504 |a Ayediran, D., Bamkole, T.O., Hirst, J., Onyido, I., (1977) J. Chem. Soc., Perkin Trans. 2, p. 597 
504 |a Ayediran, D., Bamkole, T.O., Hirst, J., Onyido, I., J. Chem. Soc., Perkin Trans. 2, 1580p 
504 |a Lee, H.W., Lee, I., (1978) J. Korean Chem. Soc, 22, pp. 7, 221 
504 |a Banjoko, O., Otiono, P., (1981) J. Chem. Soc., Perkin Trans. 2, p. 339 
504 |a Banjoko, O., Ur-Rahman, K., J. Chem. Soc., Perkin Trans. 2, 1105p 
504 |a Bunnett, J.F., Zahler, R.E., (1951) Chem. Rev, 49, p. 273 
504 |a Nudelman, N.S., (1980) An. Acad. Nac. Cs. Ex. Fis. Nat., Buenos Aires, 32, p. 109. , For recent reviews see 
504 |a Bernasconi, C.F., (1973) MTP International Rev. Sci. Aromatic Compounds, Org. Chem. Series One, 3, 330p. , H. Zollinger, Butterworths, London 
504 |a Mancini, P.M., Martinez, R.D., Vottero, L.R., Nudelman, N.S., (1984) J. Chem. Soc., Perkin Trans. 2, p. 1133 
504 |a Nudelman, N.S., Suarez, T.H., Brieux, J.A., (1964) Chem. Ind. (London), p. 1754 
504 |a Bunnett, J.F., Bernasconi, C.F., (1965) J. Am. Chem. Soc, 87, p. 5209 
504 |a Bunnett, J.F., Bernasconi, C.F., (1970) J. Org. Chem, 35, p. 70 
504 |a Martinez, R.D., Mancini, P.M.E., Vottero, L.R., Nudelman, N.S., forthcoming paper; Bernasconi, C.F., de Rossi, R.H., Schmid, P., (1977) J. Am. Chem. Soc, 99, p. 4090 
504 |a Bernasconi, C.F., Gehriger, C.L., de Rossi, R.H., (1976) J. Am. Chem. Soc, 98, p. 845 
504 |a Bunnett, J.F., Cartaño, A.V., (1981) J. Am. Chem. Soc, 103, p. 4861 
504 |a Bamkole, T.O., Hirst, J., Onyido, I., (1982) J. Chem. Soc., Perkin Trans. 2, p. 889 
504 |a Nudelman, N.S., Palleros, D., (1981) Acta Sudamer. Quim, 1, p. 125 
504 |a Nudelman, N.S., Palleros, D., J. Org. Chem 
504 |a Nudelman, N.S., Palleros, D., J. Org. Chem 
504 |a Nudelman, N.S., (1978) An. Asoc. Quim. Arg, 66, p. 89 
504 |a Nudelman, N.S., Garrido, D., (1976) J. Chem. Soc., Perkin Trans. 2, p. 1256 
504 |a Bunnett, J.F., Garst, R.H., (1968) J. Org. Chem, 33, p. 2320 
504 |a Kolthoff, I.M., Guss, L.S., (1939) J. Am. Chem. Soc, 61, p. 330 
504 |a Ratkonics, F., Salamon, T., (1977) Acta Chim. Acad. Sci. Hung, 94, p. 93 
504 |a Prahan, S.D., Mathews, H.B., (1978) Proc. Indian Acad. Sci., Sect. A, 87, p. 23 
504 |a Pople, J.A., Berstein, H.J., Schneider, W.G., (1969) High Resolution NMR, , McGraw-Hill, New York 
504 |a Pannetier, G., Abello, L., (1966) Bull. Soc. Chim. Fr, p. 1645 
504 |a Ker, M., Servais, B., Abello, L., Pannetier, G., (1968) Bull. Soc. Chim. Fr, p. 2763 
504 |a Mateos, J.L., Cetina, R., Chao, O., (1965) Chem. Commun, p. 519 
504 |a Capon, B., Rees, C.W., (1963) Annu. Rep. Prog. Chem, 60, p. 278 
504 |a Schug, J.C., Chang, W.M., (1971) J. Phys. Chem, 75, p. 938 
504 |a Menger, F.M., Smith, J.H., (1972) J. Am. Chem. Soc, 94, p. 3824 
504 |a Bernasconi, C.F., Zollinger, H., (1966) Helv. Chim. Acta, 49, p. 2570 
504 |a Nagy, O.B., wa Muanda, M., Nagy, J.B., (1979) J. Phys. Chem, 83, p. 1961 
504 |a Gregory, M.D., Christian, S.D., Affsprung, H.E., (1967) J. Phys. Chem, 71, p. 2283 
504 |a Gregory, M.D., Affsprung, H.E., Christian, S.D., (1968) J. Phys. Chem, 72, p. 1748 
504 |a Zeegers-Huyskens, T., (1965) Spectrochim. Acta, 21, p. 221 
504 |a Pimentel, G.C., Sederholm, C.H., (1956) J. Chem. Phys, 24, p. 639 
504 |a Choudhury, M.K.D., Mathur, H.B., (1976) Indian J. Chem., Sect. A, 14, p. 735 
504 |a Pimentel, G., McClellan, A., (1960) The Hydrogen Bond, 360p. , Freeman, New York 
504 |a Kollman, P.A., Allen, L.C., (1971) J. Am. Chem. Soc, 93, p. 4991 
504 |a del Bene, J.E., (1973) J. Am. Chem. Soc, 95, p. 5460 
504 |a Sinsheimer, J.E., Keuhnelian, A.M., (1974) Anal. Chem, 46, p. 89 
504 |a Bernasconi, C.F., Zollinger, H., (1966) Helv. Chim. Acta, 49, p. 103 
504 |a Banjoko, O., Ezeani, C., (1982) J. Chem. Soc., Perkin Trans. 2, p. 1356 
504 |a Vogel, A.I., (1972) Practical Organic Chemistry, , Longman, London 
520 3 |a The reaction of 2,6-dinitroanisole with cyclohexylamine in methanol and benzene-methanol was studied at several amine concentrations. Although the reaction rate in methanol is higher than in benzene, addition of small amounts of methanol to the benzene solution diminishes the rate of reaction (which is of third order in amine), reaching a minimum value at nearly 30% methanol, after which the rate increases almost linearly with the methanol content. These and other results, here described, are satisfactorily explained by a previously proposed reaction scheme, in which the dimer of the amine is operating.  |l eng 
593 |a Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pab. II, 1428 Buenos Aires, Argentina 
700 1 |a Palleros, D. 
773 0 |d 1984  |h pp. 1277-1280  |k n. 8  |x 1472779X  |t Journal of the Chemical Society, Perkin Transactions 2 
856 4 1 |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-37049095016&doi=10.1039%2fP29840001277&partnerID=40&md5=e3fc5e51f2dd2c13a49bd645375dcc2d  |y Registro en Scopus 
856 4 0 |u https://doi.org/10.1039/P29840001277  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_1472779X_v_n8_p1277_Nudelman  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1472779X_v_n8_p1277_Nudelman  |y Registro en la Biblioteca Digital 
961 |a paper_1472779X_v_n8_p1277_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 62059