Two-step semi-microscale preparation of a cinnamate ester sunscreen analog

Journal of Chemical Education

Volumn 81, Issue 10, 2004, Pages 1488-1491

  Stabile, Ryan G ^a   Dicks, Andrew P ^a  

^a UNIVERSITY OF TORONTO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; CONDENSATION REACTIONS; ESTERIFICATION; ESTERS; HEALTH CARE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RADIATION PROTECTION; SOLUBILITY; SYNTHESIS (CHEMICAL); ULTRAVIOLET RADIATION; ULTRAVIOLET SPECTROSCOPY;

CINNAMATE ESTER; METHOXYBENZALDEHYDE; METHOXYCINNAMIC ACID; ORGANIC SYNTHESIS; SEMI-MICROSCALE PREPARATION; STARTING MATERIAL; SUNSCREEN PREPARATIONS;

PHYSICAL CHEMISTRY;

EID: 4944227762     PISSN: 00219584     EISSN: None     Source Type: Journal    
DOI: 10.1021/ed081p1488     Document Type: Article

References (20)

1. Davis, M. R.; Quigley, M. N. J. Chem. Educ. 1995, 72, 279-281.
2. Walters, C.; Keeney, A.; Wignal, C. T.; Johnston, C. R.; Cornelius, R. D. J. Chem. Educ. 1997, 74, 99-102.
3. Abney, J. R.; Scalettar, B. A. J. Chem. Educ. 1998, 75, 757-760.
4. Fujishige, S.; Takizawa, S.; Tsuzuki, K. J. Chem. Educ. 2001, 78, 1678-1679.
5. Lawrence, G. D.; Fishelson, S. J. Chem. Educ. 1999, 76, 1199-1200.
6. Kimbrough, D. R. J. Chem. Educ. 1997, 74, 51-53.
7. American Cancer Society Web Page. http://www.cancer.org/docroot/lrn/lrnasp (accessed Jul 2004).
8. eMedicine Web Page. http://www.emedicine.com/derm/topic510.htm (accessed Jul 2004).
9. Solomons, G.; Fryhle, C. Organic Chemistry, 7th ed.; Wiley: New York, 2001; p 650.
10. Brown, W.; Foote, C. Organic Chemistry, 3rd ed.; Harcourt College: Philadelphia, PA, 2002; p 914.
11. Woodruff, J. Chem. Br. 2001, 37, 58-61.
12. Jones, G. In Organic Reactions; Wiley: New York, 1967; pp 204-599.
13. Dijkstra, G.; Kruizinga, W. H.; Kellogg, R. M. J. Org. Chem. 1987, 52, 4230-4234.
14. Kolb, K. E.; Field, K. W.; Schatz, P. F. J. Chem. Educ. 1990, 67, A304.
15. Quick, J.; Meltz, C. J. Chem. Soc., Chem. Commun. 1978, 355.
16. Parrish, J. P.; Dueno, E. E.; Kim, S-I.; Jung, K. W. Synth. Commun., 2000, 30, 2687-2700.
17. Kosuge, T.; Yokota, M.; Sugiyama, K.; Saito, M.; Iwata, Y.; Nakura, M.; Yamamoto, T. Chem. Pharm. Bull. 1985, 33, 5565-5567.
18. Field, L. D.; Sternhell, S.; Kalman, J. R. In Organic Structures From Spectra, 2nd ed.; Wiley: New York, 2000; p 54.
19. Williamson, K. L. Macroscale And Microscale Organic Experiments, 3rd ed.; Houghton Mifflin: New York, 1999; pp 476-479.
20. Brown, W.; Foote, C. In Organic Chemistry, 3rd ed.; Harcourt College: Philadelphia, PA, 2002; p 277.