Reactions of Nitroanisoles. 4.1,2 Reaction of 2,4- and 2,6-DinitroanisoIe with Cyclohexylamine. Evidence of a “Dimer” Nucleophile
The reactions of 2,4- and 2,6-dinitroanisole (DNA) with cyclohexylamine in benzene and in cyclohexane were studied at three temperatures. Two unusual facts were observed: the overall reaction rate is of third order with respect to the amine concentration, and an inverse temperature effect is found f...
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1983
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| LEADER | 06548caa a22006857a 4500 | ||
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| 001 | PAPER-1186 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518203032.0 | ||
| 008 | 190411s1983 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-0009163307 | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 100 | 1 | |a Nudelman, N.S. | |
| 245 | 1 | 0 | |a Reactions of Nitroanisoles. 4.1,2 Reaction of 2,4- and 2,6-DinitroanisoIe with Cyclohexylamine. Evidence of a “Dimer” Nucleophile |
| 260 | |c 1983 | ||
| 506 | |2 openaire |e Política editorial | ||
| 504 | |a Nudelman, N.S., Falleros, D., (1981) Acta Sudamericana Quim. (Chile), 1, p. 125. , Part 3 | ||
| 504 | |a Presented in part at the 2nd Conference on Physical Chemistry (1980), Córdoba, Argentina, Sept; Bunnett, J.F., Garst, R.H., (1965) J. Am. Chem. Soc., 87, p. 3879. , (a), (b) Bunnett, J. F.; Bernasconi, C. F. J. Am. Chem. Soc. 1965, 87, 5209. (c) Bunnett, J. F.; Garst, R. H. J. Org. Chem. 1968, 33, 2320. (d) Bunnett, J. F.; Randall, J. J. J. Am. Chem. Soc. 1958, 80, 6020. (e) Bunnett, J. F.; Pruitt, K. M. J. Elisha Mitchell Sci. Soc. 1957, 73, 297 | ||
| 504 | |a Bernasconi, C.F., (1973) MTP Int. Rev. Sci.: Org. Chem. Ser. One, 3, p. 33. , For recent reviews see: (a) Nudelman, N. S. An. Acad. Nac. Cienc. Exactas, Fis. Nat. (Buenos Aires) 1980, 32, 109. (b) | ||
| 504 | |a Bernasconi, C.F., de Rossi, R.H., Schmid, P., (1977) J. Am. Chem. Soc., 99, p. 4090. , (a), (b) Bernasconi, C. F.; Gehriger, C. L.; de Rossi, R. H. J. Am. Chem. Soc. 1976, 98, 845 | ||
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| 504 | |a Banjoko, O., Otiono, P., (1981) J. Chem. Soc, Perkin Trans. 2, p. 399. , (a), (b) Banjoko, O.; Ur-Rahman, K. J. Chem. Soc, Perkin Trans. 2 1981, 1105 | ||
| 504 | |a Bunnett, J.F., Zahler, R.E., (1951) Chem. Rev., 49, p. 297 | ||
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| 504 | |a Falleros, D., Socolovsky, S., Nudelman, N.S., Proceedings of the 1st Physical Organic Chemistry Symposium (1980) Buenos Aires, , Argentina | ||
| 504 | |a Sinsheimer, J.E., Keuhnelian, A.M., (1974) Anal. Chem., 46, p. 89. , (b) Prahan, S. D.; Mathews, H. B. Proc-Indian Acad. Sci. Sec. A 1978, 87A, 23. (c) Pople, J. A.; Bernstein, H. J.; Schneider, W. G. “High Resolution NMR”; Mc-Graw Hill: New York, 1969. (d) Kern, M.; Serváis, D.; Abello, L.; Pannetier, G. Bull. Soc. Chim. Fr. 1968, 2763. (e) Pan-netier, G.; Abello, L. G. Bull. Soc. Chim. Fr. 1966, 1645. Mateos, J. L.; Cetina, R.; Chao, O. Chem. Commun. 1965, 519 | ||
| 504 | |a Illuminati, G., La Torre, F., Liggieri, G., Sleiter, G., Stegel, F., (1975) J. Am. Chem. Soc, 97, p. 1851 | ||
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| 504 | |a Conaiglio, G., Notto, R., Spinelli, D., (1979) J. Chem. Soc, Perkin Trans. 2, p. 222 | ||
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| 504 | |a Rosa, S.D., Progress in Physical Organic Chemistry (1963), 1. , Cohen, S., Streiwieser, A., Taft, R. W., Eds.; Interscience: New York; Nagy, O.B., Muanda, M., Nagy, J.B., (1979) J. Phys. Chem., 83, p. 1961 | ||
| 504 | |a Pietra, F., (1965) Tetrahedron Lett., p. 2405 | ||
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| 504 | |a Nudelman, N.S., Falleros, D., J. Org. Chem., , See:, following paper in this issue and reactions run in mixed solvents to be published shortly | ||
| 504 | |a Bunnett, J.F., Garst, R.H., (1965) J. Am. Chem. Soc., 87, p. 3879 | ||
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| 504 | |a Nudelman, N.S., Brieux, J.A., (1970) An. Asoc. Quim. Arg., 58, p. 207 | ||
| 504 | |a Bunnett, J.F., Kato, T., Nudelman, N.S., Fundamental Organic Chemistry Laboratory Manual (1974), p. 112. , Finley, K. T., Wilson, J., Eds.; Prentice-Hall: Englewood Cliffs, NJ | ||
| 520 | 3 | |a The reactions of 2,4- and 2,6-dinitroanisole (DNA) with cyclohexylamine in benzene and in cyclohexane were studied at three temperatures. Two unusual facts were observed: the overall reaction rate is of third order with respect to the amine concentration, and an inverse temperature effect is found for the reaction of 2,4-DNA in cyclohexane. Both experimental findings and some other “anomalous” results reported in the literature are satisfactorily accommodated in a reaction scheme in which the dimer of the amine is operating. © 1983, American Chemical Society. All rights reserved. |l eng | |
| 593 | |a Departamento de Quimica Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pab. II, P.3, 1428 Buenos Aires, Argentina | ||
| 700 | 1 | |a Palleros, D. | |
| 773 | 0 | |d 1983 |g v. 48 |h pp. 1607-1612 |k n. 10 |p J. Org. Chem. |x 00223263 |w (AR-BaUEN)CENRE-337 |t Journal of Organic Chemistry | |
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| 856 | 4 | 0 | |u https://doi.org/10.1021/jo00158a007 |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_00223263_v48_n10_p1607_Nudelman |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v48_n10_p1607_Nudelman |y Registro en la Biblioteca Digital |
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