Influence of solvent and the operating conditions on the crystallization of racemic mandelic acid

Crystal Growth and Design

Volumn 4, Issue 2, 2004, Pages 315-323

  Profir, Veronica M ^a   Rasmuson, Åke C ^a  

^a ROYAL INSTITUTE OF TECHNOLOGY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

MANDELIC ACID;

ARTICLE; COOLING; CRYSTAL STRUCTURE; CRYSTALLIZATION; ENANTIOMER; FILTRATION; HYDROGEN BOND; INFRARED SPECTROSCOPY; THERMAL ANALYSIS; THERMODYNAMICS; X RAY POWDER DIFFRACTION;

EID: 1642526736     PISSN: 15287483     EISSN: None     Source Type: Journal    
DOI: 10.1021/cg034122p     Document Type: Article

References (31)

1. Kozma, D. CRC Handbook of Optical Resolution via Diastereomeric Salt Formation; CRC Press LLC: Boca Raton, FL, 2002.
2. Jacques, J.; Collet, A.; Wilen, S. H. Enantiomers, Racemates and Resolutions; Krieger Publishing Co: Malabar, FL, 1994.
3. Shiraiwa, T.; Miyazaki, H.; Watanabe, T.; Kurokawa, H. Chirality 1997, 9, 48-51.
4. Toyokura, K.; Nishiura, M.; Tanaka, I.; Kitaoka, Y. In 14th International Symposium on Ind. Cryst.; Institution of Chemical Engineers: Rugby, UK, 1999.
5. Dufour, F.; Gervais, C.; Petit, M.-N.; Perez, G.; Coquerel, G. J. Chem. Soc., Perkin Trans. 2 2001, 2022-2036.
6. Profir, V. M.; Matsuoka, M. Colloids Surf. A 2000, 164, 315-324.
7. Profir, V. M.; Furusjö, E.; Danielsson, L.-G.; Rasmuson, Å. C. Cryst. Growth Des. 2002, 2, 273-279.
8. Kuhnert-Brandstätter, M.; Ulmer, R. Mikrochim. Acta 1974, 927-935.
9. Rose, H. A. Anal. Chem. 1952, 24, 1680.
10. Kuhnert-Brandstätter, M. Sci. Pharm. 1966, 34, 281-309.
11. Fischer, A.; Profir, V. M. Acta Crystallogr. 2003, E59, o1113-o1116.
12. Fujita, Y.; Baba, Y.; Kagemoto, A.; Fujishiro, R. Nippon Kagaku Kaishi 1972, 1563-1567.
13. Li, Z. J.; Munson, E. J.; Grant, D. J. W. J. Pharm. Sci. 1999, 88, 337-346.
14. Leclercq, M.; Collet, A.; Jacques, J. Tetrahedron 1976, 32, 821-828.
15. Lorenz, H.; Sapoundjiev, D.; Seidel-Morgenstern, A. J. Chem. Eng. Data 2002, 47, 1280-1284.
16. Beyrich, T.; Junghänel, J.; Mietz, G.; Haushke, J. Die Pharm. 1997, 52 (7), 512-516.
17. Gracin, S.; Brinck, T.; Rasmuson, Å. C. Ind. Chem. Res. 2002, 41, 5114-5124.
18. Mullin, J. W. Crystallisation; Butterworth-Heinemann: Oxford, UK, 2001.
19. Prausnitz, J. M.; Lichtenthaler, R. N.; de Azevedo, E. G. Molecular Thermodynamics of Fluid-Phase Equilibria; Prentice Hall PTR: Upper Saddle River, NJ, 1999.
20. Brock, C. P.; Schweizer, W. B.; Dunitz, J. D. J. Am. Chem. Soc. 1991, 113, 9811-9820.
21. Adriani, J. H. Z. Physik. Chem. 1900, 33, 453-476.
22. Centnerszwer, M. Z. Physik. Chem. 1899, 29, 715-725.
23. Angus, W. R.; Owen, R. P. J. Chem. Soc. 1943, 227-230.
24. Granberg, R. A.; Ducreux, C.; Gracin, S.; Rasmuson, A. C. Chem. Eng. Sci. 2001, 56, 2305-2313.
25. Davey, R. J.; Blagden, N.; Righini, S.; Alison, H.; Quayle, M. J.; Fuller, S. Cryst. Growth Des. 2001, 1, 59-65.
26. Patil, A. O.; Pennington, W. T.; Paul, I. C.; Curtin, D. Y.; Dykstra, C. E. J. Am. Chem. Soc. 1987, 109, 1529-1535.
27. Wei, K-T.; Ward, D. L. Acta Crystallogr. 1977, B33, 797-800.
28. Bernstein, J.; Etter, M. C.; Leiserowitz, L. Struct. Correl. 1994, 2, 431-507.
29. Cross, W. I.; Blagden, N.; Davey, R. J. Cryst. Growth Des. 2003, 3, 151-158.
30. Kamlet, M. J.; Abboud, J.-L. M.; Abraham, M. H.; Taft, R. W. J. Org. Chem. 1983, 48, 2877-2887.
31. Poudrix v. 2 is freely available at http://www.ccp14.ac.uk/tutorial/lmgp/ poudrix.htm (2003-10-14).