članak: 1 od 1  
Journal of the Serbian Chemical Society
2004, vol. 69, br. 11, str. 949-953
jezik rada: engleski
kratki članak
doi:10.2298/JSC0411949J

Kinetika reakcije 5-supstituisanih orotinskih kiselina sa dizaodifenilmetanom
Univerzitet u Beogradu, Tehnološko-metalurški fakultet

Sažetak

Konstante brzine za reakciju osam 5-spstituisanih orotinskih kiselina sa diazodifenilmetanom (DDM) određene su na 30 ºC u dimetilformamidu (DMF) kao rastvarač u, poznatom spektrofotometrijskim metodom. Konstante brzina ispitivanih reakcija korelisane su sledećim jednačinama: logk2 = ασ1+βσR+h logk2 = ασ1+βσR+ψν+h sa ciljem da se odrede efekti supstituenata. Dobijeni rezultati ukazuju na to da su električni efekti supstituenata (induktivni i rezonantni) preovlađujući, a da su sterni efekti supstituenata, iako su prisutni, u odnosu na njih relativno mali.

Ključne reči

orotic acids; diazodiphenylmethane; reaction kinetics dimethylformamide

Reference

Aslam, M.H., Burden, A.G., Chapman, N.B., Shorter, J., Charton, M. (1981) Journal of the Chemical Society Perkin Transactions 1, 2, 500
Borodkin, S., Jonsson, S., Cocolas, G.H., McKee, R.L. (1967) Orotic acid analogs. 2,5-disubstituted 6-hydroxy-4-carboxypyrimidines. J Med Chem, 10(2): 290-2
Charton, M. (1975) Journal of Organic Chemistry, 40, 407
Chattaway, F.W. (1944) Nature, 153, 250
Clark, J., Ramage, R.G. (1958) Journal of the Chemical Society (Resumed), : 2821
Crosby, G.D., Berthold, V.R. (1958) Journal of Organic Chemistry, 23, 1377
Elguero, J., Marzin, C., Katritzky, A.R., Linda, P. (1976) The tautomerism of heterocycles. New York-San Diego, itd: Academic Press
Javaid, Z.Z., el Kounti, M.H., Iltzsch, M.H. (1999) Biochemical Pharmacology, 58, 1457
Johnson, T.B. (1943) J Am Chem Soc, 65, 1218
Jovanović, B.Ž., Juranić, I., Vuković-Mišić, M., Brkić, D., Vitnik, Ž. (2000) J Chem Res (M), (M) 11 1257
Niedzwicki, J.G., Iltzsch, M.H., el Kounti, M.H., Cha, S. (1984) Biochem Pharmacol, 33, 2383
Potter, V.R., Stone, J.E. (1956) Biochemical screening of pyrimidine antimetabolites. I. Systems with oxidative energy source. Cancer Res, 16(11): 1033-7
Roberts, J.D., Mcelhill, E.A., Armstrong, R.A. (1949) The electrical effect of the trimethylsilyl group. J Am Chem Soc, 71, 2923
Smith, L.I., Howard, K.L. (1955) Org. Synth. Coll, vol. 3, str. 351
Stone, J.E., Potter, V.R. (1957) Biochemical screening of pyrimidine antimetabolites. III. The testing of drugs against a system with a non-oxidative energy source. Cancer Res, 17(8): 800-3