IUPAC-NIST Solubilities Database

IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Solubility System: Cyclohexene with Water

Components:
   (1) Water; H2O; [7732-18-5]  NIST Chemistry WebBook for detail
   (2) Cyclohexene; C6H10; [110-83-8]  NIST Chemistry WebBook for detail

Evaluator:
   G.T. Hefter, School of Mathematical and Physical Sciences, Murdoch University, Perth, Western Australia. November 1984.

Critical Evaluation:

   Quantitative solubility data for the system cyclohexene (1) and water (2) have been reported in the publications listed in Table 1.

The original data in all these publications are compiled in the Data Sheets immediately following this Critical Evaluation. Solubilities of cyclohexene in various aqueous salt solutions have also been reported (ref 9) but will not be considered in this Evaluation. For convenience, further discussion of this system will be divided into two parts.

1. THE SOLUBILITY OF CYCLOHEXENE (1) IN WATER (2)

The solubility data for cyclohexene in water are listed in Table 2. There are too few values to justify plotting them in a Figure. At 298 K, the results of Pierotti and Liabastre (ref 6) appear to be much higher than all other values. This situation is typical of the large number of hydrocarbon-water systems investigated by these authors and is discussed in greater detail in the Critical Evaluation for the cyclopentane-water system. On the other hand, Pierotti and Liabastre’s results at other temperatures are in reasonable agreement with the other available data (ref 7,8). This probably means that these data are also higher than “true” values. However, in the absence of confirmatory studies it is not possible to reject these data (ref 6, 7, 8). They are included in Table 2 but excluded in the determination of “Best” values.

2. THE SOLUBILITY OF WATER (2) IN CLYCLOHEXENE (1)

The solubility data for water in cyclohexene are listed in Table 3. The results of Eglin et al. (ref 6) and Budantseva et al. (ref 7) at 293 K are only in fair agreement.

It should be noted that in a number of well-characterized systems (e.g. benzene-water) the data of Eglin et al. are usually reliable when T < 300 K but are much higher than "Recommended" values when T > 300 K. Thus, in the absence of confirmatory studies, all the data in Table 3 should be regarded very cautiously.

Experimental Data: (Notes on the Nomenclature)

Table 1. Quantitative Solubility Studies of the Cyclohexene (1) - Water (2) System
Author	T/K	Reference	Solubility	Method
McBain and Lissant	298	1	(1) in (2)	synthetic
Duque-Estrada et al.	298	2	(1) in (2)	GLC
Englin et al.	283-313	3	(2) in (1)	analytical
Farkas	298	4	(1) in (2)	GLC
McAuliffe	298	5	(1) in (2)	GLC
Pierotti and Liabastre	278-318	6	(1) in (2)	GLC
Budantseva et al.	293	7	mutual	GLC, Karl Fischer
Schwarz	297	8	(1) in (2)	chromatographic

Table 2. Tentative Value of the Solubility of Cyclohexene (1) in Water (2)
T/K	Reference	Solubility	Best Solubility	Best Sol. Note	x₁ Power	x₁	x₁ Note
278	6	0.028 g(1)/100g sln	-	-	-	-	-
288	6	0.029 g(1)/100g sln	-	-	-	-	-
293	4	0.023 g(1)/100g sln	-	-	-	-	-
298	1, 2, 4, 5, 6, 8	0.013, 0.014, 0.016, 0.0213, 0.030, 0.028^b g(1)/100g sln	0.016 ± 0.003 g(1)/100g sln	a	5	3.5	a
308	6	0.030 g(1)/100g sln	-	-	-	-	-
318	6	0.031 g(1)/100g sln	-	-	-	-	-

Table 3. Tentative Solubility Values of Water (2) in Cyclohexene (1)
T/K	Reference	Sol. Power	Solubility	Best Sol. Power	Best Solubility	Best Sol. Note	x₂ Power	x₂	x₂ Note
283	3	2	2.52 g(2)/100 g sln	2	2.5 g(2)/100 g sln	a	3	1.2	a
293	3, 7	2	3.17, 4.2 g(2)/100 g sln	2	3.7 ± 0.5 g(2)/100 g sln	a	3	1.7	a
298	3	2	3.70^{b^{g(2)/100 g sln}}	2	3.7 g(2)/100 g sln	a	3	1.7	a
303	3	2	4.24 g(2)/100 g sln	2	4.2 g(2)/100 g sln	a	3	1.9	a
313	3	2	5.62 g(2)/100 g sln	2	5.6 g(2)/100 g sln	a	3	2.6	a

Notes:
Table 2^a  Obtained by averaging reported values excluding those of ref 6 (see text) and ref 8 (297 K datum). σ_n values do not have statistical significance.
Table 2^b  297 K datum.
Table 3^a  See text, however; σ_n has no statistical significance.
Table 3^b  Interpolated graphically by the Evaluator.

References: (Click a link to see its experimental data associated with the reference)

   1  McBain, J.W.; Lissant, K.J., J. Phys. Colloid. Chem. 1951, 55, 655-62.
   2  Duque-Estrada, E.; Bayne, A.H.; Manalan, D.A., Instr. Lab. Rept., Dept. Chem. Eng., MIT, April 22, 1964.
   3  Englin, B.A.; Plate, A.F.; Tugolukov, V.M. Pryanishnikova, M.A., Khim. Tekhnol. Topl. Masel 1965, 10, 42-6.
   4  Farkas, E.J., Anal. Chem. 1965, 37, 1173-5.
   5  McAuliffe, C., J. Phys. Chem. 1966, 70, 1267-75.
   6  Pierotti, R.A.; Liabastre, A.A., "Structure and properties of water solutions." U.S. Nat. Tech. Inform. Serv., PB Rep., 1972, No. 21163, 113 p.
   7  Budantseva, L.S.; Lesteva, T.M.; Nemstov, M.S., Zh. Fiz. Khim. 1976, 50, 1344. Deposited doc. 1976, VINITI 437-76.
   8  Schwarz, F.P., Anal. Chem. 1980, 52, 10-15.
   9  Natarajan, G.S.; Venkatachalam, K.A., J. Chem. Eng. Data 1972, 17, 328-9.