Browse > Article

The Effect of Solvent Density on the Ethyl Acetoaceate Tautomerism  

Park, YoonKook (Department of Chemical System Engineering, Hongik University)
Publication Information
Applied Chemistry for Engineering / v.17, no.3, 2006 , pp. 291-295 More about this Journal
Abstract
The keto-enol tautomeric equilibrium constant, K, of ethyl acetoacetate in compressed and supercritical carbon dioxide was determined by using FT-IR (Fourier transform infrared) spectroscopy at three different temperatures. In order to investigate the effect of solvent density, the $CO_{2}$ pressure was systematically changed at a constant temperature. As the $CO_{2}$ density is increased, the amount of keto tautomer is increased, causing the K value to decrease. The modified lattice fluid hydrogen bonding theory has been applied to investigate the effect of density on the K.
Keywords
tautomeric equilibrium constant; supercritical carbon dioxide; ethyl acetoacetate; infrared spectroscopy;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Y. Fujii, H. Yamada, and M. Mizuta, J. Phys. Chem., 92, 6768 (1988)   DOI
2 http://webbook.nist.gov/chemistry/fluid/
3 S. G. Kazarian, R. B. Gupta, M. J. Clarke, K. P. Johnston, and M. Poliakoff, J. Am. Chem. Soc., 115, 11099 (1993)   DOI   ScienceOn
4 M. M. Schiavoni, H. E. Di Loreto, A. Hermann, H.-G. Mack, S. E. Ulic, and C. O. Della Vedova, J. Raman Spectrosc., 32, 319 (2001)   DOI   ScienceOn
5 Y. Park, Ph.D. Dissertation, Auburn University, Auburn, AL, USA (2000)
6 Y. Park, R. B. Gupta, C. W. Curtis, and C. B. Roberts, J. Phys. Chem. B, 106, 9696 (2002)   DOI   ScienceOn
7 J. Lu, B. Han, and H. Yan, Phys. Chem. Chem. Phys., 1, 3269 (1999)   DOI   ScienceOn
8 Y. Park and C. H. Turner, J. Supercrit. Fluids, 37, 201 (2006)   DOI   ScienceOn
9 P. W. Bell, A. J. Thote, Y. Park, R. B. Gupta, and C. B. Roberts, Ind. Eng. Chem. Res., 42, 6280 (2003)   DOI   ScienceOn
10 S. G. Kazarian, M. F. Vincent, F. V. Bright, C. L. Liotta, and C. A. Eckert, J. Am. Chem. Soc., 118, 1729 (1996)   DOI   ScienceOn
11 T. Sarbu, T. Styranec, and E. J. Beckman, Nature, 405, 165 (2000)   DOI   ScienceOn
12 M. M. Folkendt, B. E. Weiss-Lopez, J. P. Chauvel, and N. S. True, J. Phys. Chem., 89, 3347 (1985)   DOI
13 R. B. Gupta and R. L. Brinkley, AIChE J, 44, 207 (1998)   DOI   ScienceOn
14 R. B. Gupta, C. G. Panayiotou, I. C. Sanchez, and K. P. Johnston, AIChE J., 38, 1243 (1992)   DOI
15 P. Raveendran and S. L. Wallen, J. Am. Chem. Soc., 124, 12590 (2002)   DOI   ScienceOn
16 P. Raveendran and S. L. Wallen, J. Am. Chem. Soc., 124, 7274 (2002)   DOI   ScienceOn
17 J. Powling and H. J. Bernstein, J. Am. Chem. Soc., 73, 4353 (1951)   DOI
18 M. C. Henry and C. R. Yonker, Anal. Chem., 76, 4684 (2004)   DOI   ScienceOn
19 S. G. Mills and P. Beak, J. Org. Chem., 1985. 50, 1216 (1985)   DOI