Flash photolytic generation and study of the enol of 2-hydroxy-2-cyano-N-methylacetamide in aqueous solution, leading to an empirically-based estimate of the keto-enol equilibrium constant for the parent unsubstituted acetamide in that medium / Bakulev V.A., Chiang Y., Kresge A.J., Meng Q., Morzherin Y.Y., Popik V.V. // Journal of the American Chemical Society. - 2001. - V. 123, l. 11. - P. 2681-2682.

ISSN:
00027863
Type:
Letter
Abstract:
[No abstract available]
Author keywords:
Index keywords:
2 hydroxy 2 cyano n methylacetamide; acetamide; acetamide derivative; ketone derivative; unclassified drug; acidity; aqueous solution; catalyst; chemical reaction; concentration (parameters); equilibr
DOI:
10.1021/ja0036763
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Affiliations Department of Chemistry, University of Toronto, Toronto, Ont. M5S 3H6, Canada
References Hegarty, A.F., O'Neil, P., (1990) The Chemistry of Enols, , Rappoport Z., Ed.; Wiley: New York, Chapter 10; Kresge, A.J., (1996) Chem. Soc. Rev., 25, pp. 275-280; Hegarty, A.F., O'Neil, P., (1987) J. Chem. Soc., Chem. Comm., pp. 744-745; O'Neil, P., Hegarty, A.F., (1987) J. Org. Chem., 52, pp. 2113-2114; Allen, B.M., Hegarty, A.F., O'Neil, P., Nguyen, N.T., (1992) J. Chem. Soc., Perkin Trans. 2, pp. 927-934; Allen, B.M., Hegarty, A.F., O'Neil, P., (1997) J. Chem. Soc., Perkin Trans. 2, pp. 2733-2736; Frey, J., Rappoport, Z., (1996) J. Am. Chem. Soc., 118, pp. 3994-3995; Rappoport, Z., Frey, J., Sigalov, M., Rochlin, E., (1997) Pure Appl. Chem., 69, pp. 1933-1940; Mukhopadhyaya, J.K., Sklenak, S., Rappoport, Z., (2000) J. Am. Chem. Soc., 122, pp. 1325-1336; Lei, Y.Z., Rappoport, Z., (2000) 15th IUPAC Conference on Physical Organic Chemistry, , Göteborg, Sweden; Abstract IL 30; Lei, Y.Z., Cerioni, G., Rappoport, Z., (2000) J. Org. Chem., 65, pp. 4028-4038; Williams, D.L.H., Xia, L., (1993) J. Chem. Soc., Perkin Trans. 2, pp. 1429-1432; Eberlin, A.R., Williams, D.L.H., (1996) J. Chem. Soc., Perkin Trans. 2, pp. 883-887; Eberlin, A.R., Williams, D.L.H., (1996) J. Chem. Soc., Perkin Trans. 2, pp. 1043-1046; Chiang, Y., Kresge, A.J., Pruszynski, P., Schepp, N.P., Wirz, J., (1990) Angew. Chem., Int. Ed. Engl., 29, pp. 792-794; (1991) Angew. Chem., Int. Ed. Engl., 30, pp. 1366-1368; Andraos, J., Chiang, Y., Huang, C.-G., Kresge, A.J., Scaiano, J.C., (1993) J. Am. Chem. Soc., 115, pp. 10605-10610; Andraos, J., Chiang, Y., Kresge, A.J., Pojarlieff, I.G., Schepp, N.P., Wirz, J., (1994) J. Am. Chem. Soc., 116, pp. 73-81; Andraos, J., Chiang, Y., Kresge, A.J., Popik, V.V., (1997) J. Am. Chem. Soc., 119, pp. 8417-8424; Chiang, Y., Kresge, A.J., Popik, V.V., Schepp, N.P., (1997) J. Am. Chem. Soc., 119, pp. 10203-10212; Chiang, Y., Jefferson, E.A., Kresge, A.J., Popik, V.V., (1999) J. Am. Chem. Soc., 121, pp. 11330-11335; Chiang, Y., Kresge, A.J., Schepp, N.P., Xie, R.-Q., (2000) J. Org. Chem., 65, pp. 1175-1180; Chiang, Y., Eustace, S.E., Jefferson, E.A., Kresge, A.J., Popik, V.V., Xie, R.-Q., (2000) J. Phys. Org. Chem., 13, pp. 461-467; Urwyler, B., Wirz, J., (1990) Angew. Chem., Int. Ed. Engl., 29, pp. 790-792; Almstead, J.I.K., Urwyler, B., Wirz, J., (1994) J. Am. Chem. Soc., 116, pp. 954-960; Wagner, B.D., Arnold, B.R., Brown, G.S., Lusztyk, J., (1998) J. Am. Chem. Soc., 120, pp. 1827-1834; Amyes, T.L., Richard, J.P., (1992) J. Am. Chem. Soc., 114, pp. 10297-10302; Amyes, T.L., Richard, J.P., (1996) J. Am. Chem. Soc., 118, pp. 3129-3141; Rios, A., Richard, J.P., (1997) J. Am. Chem. Soc., 119, pp. 8375-8376; Rios, A., Amyes, T.L., Richard, J.P., (2000) J. Am. Chem. Soc., 122, pp. 9373-9385; Rappoport, Z., (1990) The Chemistry of Enols, , Wiley: New York; Chiang, Y., Jefferson, E.A., Kresge, A.J., Popik, V.V., Xie, R.-Q., (1998) J. Phys. Org. Chem., 11, pp. 610-613; Kresge, A.J., Lough, A.J., Popik, V.V., (1999) Acta Crystallogr, Sect. C, p. 55. , UC9900140; Keeffe, J.R., Kresge, A.J., (1990) The Chemistry of Enols, , Rappoport Z.,Ed.; Wiley: New York, Chapter 7; Kresge, A.J., More O'Ferrall, R.A., Powell, M.F., (1987) Isotopes in Organic Chemistry, 7. , Buncel, E.; Lee, C.C., Eds.; Elsevier: New York, Chapter 4; Laughton, P.M., Robertson, R.E., (1969) Solute - Solvent Interactions, , Coetzee, J.F., Ritchie, C.D., Eds.; Dekker: New York, Chapter 7; note; Guthrie, J.P., (1993) Can. J. Chem., 71, pp. 2123-2128; Guthrie, J.P., Liu, Z., (1995) Can. J. Chem., 73, pp. 1395-1398; Chiang, Y., Kresge, A.J., Yin, Y., (1989) J. Chem. Soc., Chem. Commun., pp. 869-871; Chiang, Y., Hojatti, M., Keeffe, J.R., Kresge, A.J., Schepp, N.P., Wirz, J., (1987) J. Am. Chem. Soc., 109, pp. 4000-4009; Hansch, C., Leo, A., Taft, R.W., (1991) Chem. Rev., 91, pp. 165-195
Correspondence Address Kresge, A.J.; Department of Chemistry, University of Toronto, Toronto, Ont. M5S 3H6, Canada; email: akresge@chem.utoronto.ca
CODEN JACSA
PubMed ID 11456945
Language of Original Document English
Abbreviated Source Title J. Am. Chem. Soc.
Source Scopus