Abstract
Compound of 1-hydroxyphenazine (1-OH-PHZ) is an important fungicide in agricultural production. The ranges of 1-OH-PHZ solubilities in dichloromethane at temperature of 278.5–308.5 K and in ethyl acetate, methanol and water at temperature of 278.5–333.5 K were measured using the analytical stirred flask method at barometric pressure. The color of the liquid remained unchanged throughout. The solubilities of 1-OH-PHZ in water, methanol, ethyl acetate and dichloromethane increased orderly and these solubilities also increased with increasing the temperature. The experimental data was correlated by the modified Apelblat equation. The root mean square deviations were all within 0.5% and the maximum relative average deviation was 5.2%. The calculated solubility shows a good relationship with the experimental solubility.
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References
Laursen J B, Nielsen J. Phenazine natural products: Biosynthesis, synthetic analogues, and biological activity [J]. Chemical Reviews, 2004, 104(3): 1663–1685.
Badria F A, El-Naggar W A. Structures and antimicrobial activity of five phenazine pigments isolated from Pseudomonas aeruginosa [J]. Scientia Pharmaceutica, 1994, 62(4): 355–362.
Kerr J R, Taylor G W, Rutman A, et al. Pseudomonas aeruginosa pyocyanin and 1-hydroxyphenazine inhibit fungal growth [J]. Journal of Clinical Pathology, 1999, 52(5): 385–387.
Gibson J, Sood A, Hogan D A. Pseudomonas aeruginosa-candida albicans interactions: Localization and fungal toxicity of a phenazine derivative [J]. Applied and Environmental Microbiology, 2009, 75(2): 504–513.
Issidorides C H, Atfah M A, Saboungi J J, et al. Application of 1, 2-diketones in the synthesis of phenazine oxides [J]. Tetrahedron, 1978, 34(2): 217–221.
Barbero C, Miras M C, Kotz R, et al. Study of the structure and redox behaviour of poly(1-hydroxyphenazine) [J]. Synthetic Metals, 1999, 101(1–3): 23.
Wang L H, Cheng Y Y. Solubility of puerarin in water, ethanol, and acetone from (288.2 to 328.2) K [J]. Journal of Chemical and Engineering Data, 2005, 50(4): 1375–1376.
Li X N, Yin Q X, Chen W, et al. Solubility of hydroquinone in different solvents from 276.65 K to 345.10 K [J]. Journal of Chemical and Engineering Data, 2006, 51(1): 127–129.
Lei Z Y, Hu Y H, Yang W G, et al. Solubility of 2-(2,4,6-trichlorophenoxy)-ethyl bromide in methanol, ethanol, propanol, isopropanol, acetonitrile, n-heptane, and acetone [J]. Journal of Chemical and Engineering Data, 2011, 56(5): 2714–2719.
Wang W, Lu X H, Qin X J, et al. Solubility of pyoluteorin in water, dichloromethane, chloroform, and carbon tetrachloride from (278.2 to 333.2) K [J]. Journal of Chemical and Engineering Data, 2008, 53(9): 2241–2243.
Kong X Q, Shea D, Gebreyes W A, et al. Novel hydrophobicity ruler approach for determining the octanol/water partition coefficients of very hydrophobic compounds via their polymer/solvent solution distribution coefficients [J]. Analytical Chemistry, 2005, 77(5): 1275–1281.
Manzurola E, Apelblat A. Solubilities of Lglutamic acid, 3-nitrobenzoic acid, p-toluic acid, calcium-L-lactate, calcium gluconate, magnesium-DL-aspartate, and magnesium-L-lactate in water [J]. Journal of Chemical Thermodynamics, 2002, 34(7): 1127–1136.
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Foundation item: the National Basic Research Program (973) of China (Nos. 2009CB118906 and 2012CB721005) and the National Natural Science Foundation of China (No. J1210047)
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Fan, Yl., Peng, Hs., Xie, K. et al. Measurement and correlation of the solubility of 1-hydroxyphenazine in different solvents at temperature from 278.5 to 333.5K. J. Shanghai Jiaotong Univ. (Sci.) 18, 253–256 (2013). https://doi.org/10.1007/s12204-013-1390-5
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DOI: https://doi.org/10.1007/s12204-013-1390-5