Kinetics and mechanism of base-catalysed degradations of substituted aryl-N-hydroxycarbamates, their N-methyl and N-phenyl analogues

Organic and Biomolecular Chemistry

Volumn 2, Issue 4, 2004, Pages 562-569

  Beier, Petr ^a   Mindl, Jaromír ^a   Štěrba, Vojeslav ^a   Hanusek, Jiří ^a  

^a UNIVERSITY OF PARDUBICE   (Czech Republic)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALINITY; CATALYSIS; DEGRADATION; HYDROLYSIS; REACTION KINETICS; SODIUM COMPOUNDS; SUBSTITUTION REACTIONS; WATER;

BASE-CATALYZED DEGRADATION; INTRAMOLECULAR REACTIONS;

AROMATIC COMPOUNDS;

KOBUS;

EID: 1342281335     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b310454k     Document Type: Article

References (32)

1. J. Drábek, Z. Veselá and J. Obertáš, Czech., 1971, 141934 (Chem. Abstr., 1972, 77, 88118).
2. J. Drábek, Z. Veselá and J. Obertáš, Czech., 1971, 141934 (Chem. Abstr., 1972, 77, 88118).
3. L. R. Fitzgerald, R. L. Blakeley and B. Zerner. Chem. Lett., 1984, 29.
4. J. Mindl and V. Štěrba. Collect. Czech. Chem. Commun., 1983, 48, 900.
5. A. Defion, A. Brouillard-Poichet and J. Streith, Helv. Chim. Acta, 1992, 75, 109.
6. R. Oesper and W. Broker, J. Am. Chem. Soc., 1925, 47, 2607.
7. R. L. Blakeley, J. A. Hinds, E. C. Webb and B. Zerner, Biochemistry, 1969, 8, 1991.
8. P. Gröbner and E. Müller, J. Med. Chim. Ther., 1974, 9, 341.
9. J. A. Baskakow, T. V. Gorskaya, P. V. Tibanov, G. C. Schvinblerman and A. F. Basilev, Zh. Org. Khim., 1967, 3, 112.
10. C. W. Voigt, G. Glattow and H. Hlawatschek, Z. Anorg. Allg. Chem., 1978, 439, 227.
11. R. C. Weast, A. J. Meluin and W. H. Beyer, in Handbook of Chemistry and Physics, 64th edition, D-150, CRC Press. Inc., Boca Raton, 1984.
12. G. Yagil, J. Phys. Chem., 1967, 71, 1034.
13. R. L. Blakeley and B. Zerner, Chem. Ind. (London), 1973, 133.
14. S. L. Johnson and D. L. Morrison, J. Am. Chem. Soc., 1972, 94, 1323.
15. S. Luňák and J. Vepřek-Šiška, Collect. Czech. Chem. Commun., 1974, 39, 391.
16. J. Birk, J. Chem. Educ., 1976, 53, 704.
17. H. F. Gilbert, J. Chem. Educ., 1977, 54, 492.
18. F. G. Bordwell and G. D. Cooper, J. Am. Chem. Soc., 1952, 74, 1058.
19. J. Butler and D. Martin, J. Chem. Soc., 1939, 1366.
20. M. J. Colthurst, M. Nanni and A. Williams, J. Chem. Soc., Perkin Trans. 2, 1996, 2285.
21. A. Williams, J. Chem. Soc., Perkin Trans. 2, 1973, 1244.
22. A. F. Hegarty and L. Frost, J. Chem. Soc., Perkin Trans. 2, 1973, 1719.
23. B. S. Saif, A. K. Luthra and A. Williams, J. Am. Chem. Soc., 1989, 111, 2647.
24. C. Kjellin, Svensk. Kem. Tids., 1921, 33, 213 (Chem. Abstr., 1922, 12209).
25. C. Kjellin, Svensk. Kem. Tids., 1921, 33, 213 (Chem. Abstr., 1922, 12209).
26. E. Bamberger and F. Brady, Ber. Dtsch. Chem. Ges., 1900, 33, 271.
27. E. Boyland and R. Nery, J. Chem. Soc. C, 1966, 346.
28. E. A. Castro, Chem. Rev., 1999, 99, 3505.
29. W. G. Jackson, J. M. Harrowfield and P. D. Vowles, Int. J. Chem. Kinet., 1977, 9, 535.
30. R. B. Moodie, J. Chem. Phys. Synop., 1986, 144.
31. C. Hansch, A. Leo and R. W. Taft, Chem. Rev., 1991, 91, 165.
32. J. Kaválek, J. Jirman, V. Machácěk and V. Štěrba. Collect. Czech. Chem. Commun., 1987, 52, 1992.