Title Author(s) Citation Issue Date URL Rights Type Textversion Solubility of aromatic hydrocarbons in water and aqueous solutions of sugars Nango, Mamoru; Yamamoto, Haruo; Joko, Kohei; Ueda, Mitsuo; Katayama, Akira; Kuroki, Nobuhiko Journal of the Chemical Society. Chemical communications, 1980(3): 104-105 1980-01-01 http://repo.lib.nitech.ac.jp/handle/123456789/4589 J.C.S. CHEM. COMM., 1980 , 104-105 -Reproduced by permission of The Royal Society of Chemistry (RSC) Journal Article publisher ・名古屋工業大学学術機関リポジトリは、名古屋工業大学内で生産された学術情報を 電子的に収集・保存・発信するシステムです。 ・論文の著作権は、著者または出版社が保持しています。著作権法で定める権利制限 規定を超える利用については、著作権者に許諾を得てください。 ・Textversion に「Author」と記載された論文は、著者原稿となります。 実際の出版社版とは、レイアウト、字句校正レベルの異同がある場合もあります。 ・Nagoya Institute of Technology Repository Sytem is built to collect, archive and offer electronically the academic information produced by Nagoya Institute of Technology. ・The copyright and related rights of the article are held by authors or publishers. The copyright owners' consents must be required to use it over the curtailment of copyrights. ・Textversion "Author " means the article is author's version. Author version may have some difference in layouts and wordings form publisher version. View Online J.C.S. CHEM.COMM.,1980 Downloaded by NAGOYA KOGYO DAIGAKU on 18 November 2010 Published on 01 January 1980 on http://pubs.rsc.org | doi:10.1039/C39800000104 104 Solubility of Aromatic Hydrocarbons in Water and Aqueous Solutions of Sugars By MAMORU NANGO,* HARUO YAMAMOTO, KOUHEI JOUKOU, MITSUO UEDA,AKIRAKATAYAMA, and KOBUHIKO KUROKI (Department of Applied Chemistry, College of Engineering, University of Osaka Prefecture, Sakai, Osaka, Japan) Summary 'Sugaring out' and sugaring in' phenomena are observed on the solubility of aromatic hydrocarbons in water and aqueous solutions of sugars. BENZENE and other aromatic hydrocarbons are of interest in the study of the solubility of nonelectrolytes in water,lS2 and show interesting solubility characteristics.l We here report measurement of the solubility of aromatic hydrocarbons in water and sugars solutions using the method of Bohon and C1aussen.l Figures 1-3 illustrate the solubilities of benzene, biphenyl, and phenanthrene, respectively in water, and in aqueous solutions of glucose, fructose, and sucrose between 0 and 35 "C. Figure 1 shows that the addition of sugars to water decreases the solubility of benzene; the decrease in solubility follows the order: glucose < fructose< sucrose < water. This observation of decreased solubility in sugar solution is analogous to the -3.30 - 6.0 -3.40 * 01 0 4 -6.5 -3.50 -3.60 t 3.2 I 3.3 I 3.4 I 3.5 I 3.6 I 3.7 -7.0 I 1 1 I I I 3.2 3.3 3.4 3.5 3-6 3.7 lo3/(J / K ) FIGURE 1. Solubility of benzene [log mole fraction ( N ) ] in watcr and aqueous sugars vs. reciprocal absolute temperature. 0: water; 0 : 1 mol 1-1 sucrose; : 2 moll-' fructose; c]: 2 moll-' glucose. FIGURE 2. Solubility of biphenyl [log mole fraction ( N ) ] in water and aqueous sugars vs. reciprocal absolute temperature. 0:water; 1:2 moll-1 glucose; m : 2 moll-1 fructose; 0 : 1 mol 1-1 sucrose. View Online J.C.S. CKEM.COMM.,1980 105 ‘sugaring out’ phenomenon described by Lakshmi and Nandi Figure 2 shows that the addition of glucose t o water also decreases the solubility of biphenyl However, the addition of fructose increases the solubility of biphenyl a t higher temperatures (between 25 and 35 “C), and the addition of sucrose leads to a greater increase in solubility a t all temperatures studied The increase in solubility at 25 “C follows the order sucrose > water fructose > glucose Figure 3 shows that the addition of sugars increases the solubility of phenanthrene a t all temperature measured and this increase follows the order sucrose > fructose > glucose > water Thus, benzene showed decredsed solubility (‘sugaring out’) in all the sugar solutions studied, while phenanthrene show ed increased solubility (‘sugaring in’), biphenyl showed intermediate behaviour, its solubility being increased in some cases and decreased in others These results show that the solubility of aromatic hydrocarbons in sugar solutions depends not only on the sugar used but also on the size of the aromatic hydrocarbon Thus, u e cannot interpret the solution behaviour of aromatic hydrocarbons in sugar solutions only in terms of a ‘sugaring out’ e f f e ~ t . ~ Downloaded by NAGOYA KOGYO DAIGAKU on 18 November 2010 Published on 01 January 1980 on http://pubs.rsc.org | doi:10.1039/C39800000104 N I 3-2 I I I I 1 3.3 34 3.5 36 3.7 IO~/(T/K) FIGURE 3 Solubility of phenanthrene [log mole fraction ( N ) ] in water and aqueous sugars vs reciprocal absolute temperature 0 water, 2 mol 1-1 glucose, 2 moll-’ fructose, 1 mol 1-1 sucrose (Recezved, 12th September 1979, Corn 973.) 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