Solubility and thermodynamic functions of isatin in pure solvents

Journal of Chemical and Engineering Data

Volumn 59, Issue 11, 2014, Pages 3407-3414

  Liu, Jin Qiang ^a   Chen, Si Yu ^a   Ji, Baoming ^a  

^a LUOYANG NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONE; ATMOSPHERIC PRESSURE; DICHLOROMETHANE; SOLUBILITY; SOLVENTS;

APELBLAT EQUATION; LASER MONITORING OBSERVATION TECHNIQUE; N ,N-DIMETHYLFORMAMIDE; PERCENTAGE DEVIATION; STANDARD ENTHALPY; STANDARD GIBBS ENERGY; SYNTHETIC METHODS; THERMODYNAMIC FUNCTIONS;

ORGANIC SOLVENTS;

EID: 84917733054     PISSN: 00219568     EISSN: 15205134     Source Type: Journal    
DOI: 10.1021/je500396b     Document Type: Article

References (31)

1. Singh, G. S.; Desta, Z. Y. Isatins as privileged molecules in design and synthesis of spiro-fused cyclic frameworks. Chem. Rev. 2012, 112, 6104-6155.
2. Sumpter, W. C. The chemistry of isatin. Chem. Rev. 1944, 34, 393-434.
3. Da Silva, J. F. M.; Garden, S. J.; Pinto, A. C. The chemistry of isatins: A review from 1975 to 1999. J. Braz. Chem. Soc. 2001, 12, 273-U86.
4. Prakash, C. R.; Raja, S. Indolinones as promising scaffold as kinase inhibitors: A review. Mini-Rev. Med. Chem. 2012, 12, 98-119.
5. Mohammadi, S.; Heiran, R.; Herrera, R. P.; Marqués-López, E. Isatin as a strategic motif for asymmetric catalysis. ChemCatChem. 2013, 5, 2131-2148.
6. Dalpozzo, R.; Bartoli, G.; Bencivenni, G. Recent advances in organocatalytic methods for the synthesis of disubstituted 2- and 3-indolinones. Chem. Soc. Rev. 2012, 41, 7247-7290.
7. Matos, M. A. R.; Miranda, M. S.; Morais, V. M. F.; Liebman, J. F. Are isatin and isatoic anhydride antiaromatic and aromatic respectively? A combined experimental and theoretical investigation. Org. Biomol. Chem. 2003, 1, 2566-2571.
8. Abbaraju, S.; Zhao, J. C.-G. Asymmetric aldol reaction of 3-acetyl-2H-chromen-2-ones and isatins catalyzed by a bifunctional quinidine urea catalyst. Adv. Synth. Catal. 2014, 356, 237-241.
9. Liu, J.-Q.; Qian, C.; Chen, X.-Z. Solubilities of 2, 4-dinitro-L-phenylalanine in monosolvents at (273.15 to 368.15) K. J. Chem. Eng. Data 2010, 55, 5302-5304.
10. Cao, X. X.; Liu, J. Q.; Lv, T. T.; Yao, J. C. Solubility of 6-chloropyridazin-3-amine in different solvents. J. Chem. Eng. Data 2012, 57, 1509-1514.
11. Liu, J.-Q.; Cao, X.-X.; Ji, B.; Zhao, B. Determination and correlation of solubilities of (S)-indoline-2-carboxylic acid in six different solvents from (283.15 to 358.15) K. J. Chem. Eng. Data 2013, 58, 2414-2419.
12. Liu, J.-Q.; Cao, X.-X.; Ji, B.; Zhao, B. Measurement and correlation of solubilities of indole-2-carboxylic acid in ten different pure solvents from (278.15 to 360.15) K. J. Chem. Eng. Data 2013, 58, 3309-3313.
13. Liu, J.-Q.; Bai, Q.-Y.; Cao, X.-X.; Hong, D.-F.; Li, Y.-Y.; Wu, S.; Zhang, L.-Y. Measurement and correlation of solubilities of 4-amino-3, 6-dichloropyridazine in ethanol + water mixtures from (303.15 to 323.15) K. J. Chem. Eng. Data 2014, 59, 1448-1453.
14. Manzurola, E.; Apelblat, A. Solubilities of L-glutamic acid, 3-nitrobenzoic acid, p-toluic acid, calcium-L-lactate, calcium gluconate, magnesium-DL-aspartate, and magnesium-L-lactate in water. J. Chem. Thermodyn. 2002, 34, 1127-1136.
15. Apelblat, A.; Manzurola, E. Solubilities of o-acetylsalicylic, 4-aminosalicylic, 3, 5-dinitrosalicylic, and p-toluic acid, and magnesium-DL-aspartate in water from T = (278 to 348) K. J. Chem. Thermodyn. 1999, 31, 85-91.
16. Tang, W.; Xie, C.; Wang, Z.; Wu, S.; Feng, Y.; Wang, X.; Wang, J.; Gong, J. Solubility of androstenedione in lower alcohols. Fluid Phase Equilib. 2014, 363, 86-96.
17. Zhang, H.; Yin, Q.; Liu, Z.; Gong, J.; Bao, Y.; Zhang, M.; Hao, H.; Hou, B.; Xie, C. Measurement and correlation of solubility of dodecanedioic acid in different pure solvents from T = (288.15 to 323.15) K. J. Chem. Thermodyn. 2014, 68, 270-274.
18. Wang, L.; Wang, X.; Zuo, T.; Sun, Q.; Liu, P.; Yao, S.; Song, H. Determination and correlation of the solubility of four Brønsted-acidic ionic liquids based on benzothiazolium cations in six alcohols. J. Chem. Thermodyn. 2014, 72, 48-53.
19. Zhou, J.; Fu, H.; Cao, H.; Lu, C.; Jin, C.; Zhou, T.; Liu, M.; Zhang, Y. Measurement and correlation of the solubility of florfenicol in binary 1, 2-propanediol+water mixtures from 293.15 K to 316.25 K. Fluid Phase Equilib. 2013, 360, 118-123.
20. Zhao, Y.; Wang, Y. Measurement and correlation of solubility of tetracycline hydrochloride in six organic solvents. J. Chem. Thermodyn. 2013, 57, 9-13.
21. Buchowski, H.; Kosinski, J. J.; Ksiazczak, A. Activity of solvent and solubility. J. Phys. Chem. 1988, 92, 6104-6107.
22. Buchowski, H.; Ksiazczak, A.; Pietrzyk, S. Solvent activity along a saturation line and solubility of hydrogen-bonding solids. J. Phys. Chem. 1980, 84, 975-979.
23. Sun, G.-Q.; Wang, L.-S.; Du, J.-C.; Qi, C.-M. Solubility of 1, 3, 2-dioxaphosphorinane-5, 5-dimethyl-2-(2, 4, 6-tribromophenoxy)-2-oxide in selected solvents. Fluid Phase Equilib. 2013, 360, 97-105.
24. Chen, J.; Zeng, Z.-X.; Xue, W.-L.; Wang, D.; Huang, Y. Determination and correlation of solubility of decahydropyrazino[2, 3-b]pyrazine in methanol, ethanol, and 2-propanol. Ind. Eng. Chem. Res. 2011, 50, 11755-11762.
25. Wilson, G. M. Vapor-liquid equilibrium. XI. A new expression for the excess free energy of mixing. J. Am. Chem. Soc. 1964, 86, 127-130.
26. Lim, J.; Jang, S.; Cho, H. K.; Shin, M. S.; Kim, H. Solubility of salicylic acid in pure alcohols at different temperatures. J. Chem. Thermodyn. 2013, 57, 295-300.
27. Palenik, G. J.; Koziol, A. E.; Katritzky, A. R.; Fan, W.-Q. Nonbonded interactions. The influence of lone pair repulsions on bond lengths. J. Chem. Soc., Chem. Commun. 1990, 715-716.
28. Krug, R. R.; Hunter, W. G.; Grieger, R. A. Enthalpy-entropy compensation. 2. Separation of the chemical from the statistical effect. J. Phys. Chem. 1976, 80, 2341-2351.
29. Krug, R. R.; Hunter, W. G.; Grieger, R. A. Enthalpy-entropy compensation. 1. Some fundamental statistical problems associated with the analysis of van't Hoff and Arrhenius data. J. Phys. Chem. 1976, 80, 2335-2341.
30. Delgado, D. R.; Martínez, F. Solubility and solution thermodynamics of sulfamerazine and sulfamethazine in some ethanol + water mixtures. Fluid Phase Equilib. 2013, 360, 88-96.
31. Liu, X.; Hu, Y.; Yang, W.; Liu, Y.; Liang, M. Solubility of erythritol in methanol, ethanol and methanol+ethanol: Experimental measurement and thermodynamic modeling. Fluid Phase Equilib. 2013, 360, 134-138.