IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Glass Ball as Bullet Solubility System: Naphthalene with Methanol
Components:
   (1) Methanol; CH4O; [67-56-1]  NIST Chemistry WebBook for detail
   (2) Naphthalene; C10H8; [91-20-3]  NIST Chemistry WebBook for detail
Evaluator:
   W.E. Acree, Jr. Department of Chemistry University of North Texas Denton, Texas 76203-5068 (USA) August, 1994

 Critical Evaluation:
   Naphthalene solubilities in methanol were retrieved from papers by Ward (1), Sunier (2), Speyers (3), Dickhut et al. (4) and pinal et al. (5). The first three studies report values at several temperatures, whereas Dickhut et al. and Pinal et al. measured only the mole fraction solubility at a single temperature of 298 K and 296 K, respectively. There is not a prior reason to exclude any of the five studies from the critical evaluation.
Regressional analysis of the experimental data as Ln x1 versus 1/T yielded the following mathematical relationship: Ln x1 = - 5574.0 (1/T) + 14.998 (r=0.9280) for variation of naphthalene solubility with absolute temperature (see graph below). Nonlinear behavior indicates a nonconstant enthalphy of solution, probably caused by self-associating hydrogen-bonding character of methanol.

 Experimental Data:   (Notes on the Nomenclature)

 View Figure 1 for this Evaluation

References: (Click a link to see its experimental data associated with the reference)
   1  Ward, H.L., J. Phys. Chem. 1926, 30, 1316-1333.
   2  Sunier, A.A., J. Phys. Chem. 1930, 34, 2582-2597.
   3  Speyers, C.L., Am. J. Sci. 1902, 14, 293-302.
   4  Dickhut, R.M.; ren, A.W.; Armstrong, D.E., J. Chem. Eng. Data 1989, 34, 438-443.
   5  Pinal, R.; Rao, P.S.C.; Lee, L.S.; Cline, P.V.; Yalkowsky, S.H., Environ. Sci. Technol. 1990, 24, 639-646.