Title Solubility of aromatic hydrocarbons in water and aqueous

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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
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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.
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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.)
R L Bohon and W L Claussen, J Amer Chem SOG,1951, 73, 1571
C Tsonopoulos and J M Prausnitz, Ind Eng Chem Fundamentals, 1971, 10, 593 H P Benneto and J \V Letcher, Chern and
Ind , 1972, 847, R D Wauchope and F W Gctzen, J Chem Eng Data, 1972 17, 38 H 2 Massaldi and C J King, zbzd , 1973, 18,
393, C S Sutton and J A Calder, zbzd , 1975, 20 320, F Suda S Kito, and Y Ito zbzd , 1975, 20, 373 F P Schwarz and S P.
Wasik, zbzd, 1977, 22, 270, F P Schwarz, zbzd , 1977, 22, 273, D Mackay and W Y Shiu, zbzd , 1977, 22, 399, W E May, S P
Wasik, and D H Freeman, Analyt Chem , 1978, 50, 997
T S Lakshmi and P K Nandi, J Phys Chem , 1976, 80, 249
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