Class projects in physical organic chemistry: The hydrolysis of aspirin

Journal of Chemical Education

Volumn 81, Issue 6, 2004, Pages 870-873

  Marrs, Peter S ^a  

^a UNIVERSITY OF VICTORIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; CORRELATION METHODS; DISSOCIATION; HYDROLYSIS; IONS; PH EFFECTS; PROTONS; RATE CONSTANTS; STUDENTS; ULTRAVIOLET SPECTROSCOPY;

NUCLEOPHILIC ATTACK; ORGANIC CHEMISTRY; RATE-LIMITING STEPS; REACTION MIXTURES;

PROJECT MANAGEMENT;

EID: 2942625672     PISSN: 00219584     EISSN: None     Source Type: Journal    
DOI: 10.1021/ed081p870     Document Type: Article

References (16)

1. Edwards, L. J. Trans. Faraday Soc. 1950, 46, 723. This paper is an excellent example of what a research report should be. Although the intramolecular reaction was not proposed in this paper, all other issues relating to the hydrolysis of aspirin are completely covered.
2. For examples, see; Garrett, E. R. J. Am. Chem. Soc. 1957, 79, 3401 or Fersht, A. R.; Kirby, A. J. J. Am. Chem. Soc. 1967, 89, 4857. The latter paper describes the work that confirmed the existence of the mechanism of intramolecular general base catalysis by the carboxylate group.
3. For examples, see; Garrett, E. R. J. Am. Chem. Soc. 1957, 79, 3401 or Fersht, A. R.; Kirby, A. J. J. Am. Chem. Soc. 1967, 89, 4857. The latter paper describes the work that confirmed the existence of the mechanism of intramolecular general base catalysis by the carboxylate group.
4. (a) Correia, L. C.; Bocewicz, A. C.; Esteves, S. A.; Pontes, M. G.; Versieux, L. M.; Teixeira, S. M. R.; Santoro, M. M.; Bemquerer, M. P. J. Chem. Educ. 2001, 78, 1535.
5. (b) Khan, M. N. J. Chem. Educ. 1998, 75, 632.
6. (c) Head, M. B.; Mistry, K. S.; Ridings, B. J.; Smith, C. A.; Parker, M. J. J. Chem. Educ. 1995, 72, 184.
7. (d) Potts, R. A.; Schaller, R. A. J. Chem. Educ. 1993, 70, 421.
8. (e) Adams K. R.; Meyers, M. B. J. Chem. Educ. 1985, 62, 86.
9. (f) Lombardo, A. J. Chem. Educ. 1982, 59, 887.
10. (g) Bulmer, R. S.; Senogles, E.; Thomas, R. A. J. Chem. Educ. 1981, 58, 738.
11. (g) Blackman, D. J. Chem. Educ. 1978, 55, 722.
12. (h) Rosenthal, D.; Arnold, D. J. Chem. Educ. 1977, 54, 323.
13. (i) Leisten, J. A. J. Chem. Educ. 1961, 38, 132.
14. (a) Klausen, J.; Meier, M. A.; Schwarzenbach, R. P. J. Chem. Educ. 1997, 74, 1440.
15. (b) Breslow, R. J. Chem. Educ. 1990, 67, 228.
16. Edwards, L. J. Trans. Faraday Soc. 1950, 46; 729.