IUPAC-NIST Solubilities Database

IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Solubility System: Acetonitrile with Dialkyl ethers

Components:
   (1) Dialkyl ethers; C12H26O, C14H30O, C16H34O, C18H38O and C20H42O; []  NIST Chemistry WebBook for detail
   (2) Acetonitrile; C2H3N; [75-05-8]  NIST Chemistry WebBook for detail

Original Measurements:
   Schmid, H.H.O.; Mangold, H.K.; Lundberg, W.O., Microchem. J. 9, 134 (1965).

Variables:
   Temperature = 311 K to 399 K

Prepared By:
   Valerii P. Sazonov

Experimental Data:   (Notes on the Nomenclature)

Upper critical solution temperatures of the binary systems acetonitrile (1) + dialkyl ether (2)
t/°C	T/K	Chemical Name
38.0	311.2	1-Methoxyundecane (methyl-undecyl ether); C12H26O; [7289-53-4]
48.0	321.2	1-Ethoxydecane (ethyl-decyl ether); C12H26O; [16976-29-6]
59.5	332.7	1-Butoxyoctane (butyl-octyl ether); C12H26O; [53839-23-9]
60.0	333.2	1-Hexoxyhexane (dihexyl ether); C12H26O; [112-58-3]
62.0	335.2	1-Methoxytridecane (methyl-tridecyl ether); C14H30O; [7289-55-9]
70.0	343.2	1-Ethoxydodecane (ethyl-dodecyl ether); C14H30O; [7289-37-4]
78.5	351.7	1-Butoxydecane (butyl-decyl ether); C14H30O; [111082-32-7]
80.5	353.7	1-Heptoxyheptane (diheptyl ether); C14H30O; [629-64-1]
81.5	354.7	1-Methoxypentadecane (methyl-pentadecyl ether); C16H34O;
88.0	361.2	1-Ethoxytetradecane (ethyl-tetradecyl ether); C16H34O; [4813-58-5]
96.5	369.7	1-Butoxydodecane (butyl-dodecyl ether); C16H34O; [7289-38-5]
97.5	370.7	1-Methoxyheptadecane (methyl-heptadecyl ether); C18H38O;
98.0	371.2	1-Octoxyoctane (dioctyl ether); C16H34O; [629-82-3]
103.5	376.7	1-Ethoxyhexadecane (ethyl-hexadecyl ether); C18H38O; [13933-61-4]
110.5	383.7	1-Butoxytetradecane (butyl-tetradecyl ether); C18H38O; [111082-34-9]
112.5	385.7	1-Methoxynonadecane (methyl-nonadecyl ether); C20H42O;
113.0	386.2	1-Hexoxydodecane (hexyl-dodecyl ether); C18H38O;
113.0	386.2	1-Octoxydecane (octyl-decyl ether); C18H38O; [17088-93-6]
117.5	390.7	1-Ethoxyoctadecane (ethyl-octadecyl ether); C20H42O; [62435-06-7]
124.0	397.2	1-Butoxyhexadecane (butyl-hexadecyl ether); C20H42O; [18302-77-7]
126.0	399.2	1-Decoxydecane (didecyl ether); C20H42O; [2456-28-2]

Method/Apparatus/Procedure:
   The synthetic method was used. A Reichert microscope, type RCH, equipped with a heating stage was used as described elsewhere.¹ The disappearance and reappearance of the interface between (1) and (2) could be observed without difficulty.

Source and Purity of Materials:
   (1) Baker Chemical Co.; reagent, No. 9011; n(20 °C, D) = 1.3445, d(20 °C, 4 °C) = 0.780.
   (2) Symmetrical dialkyl ethers from Lachat Chemicals Co.; other ethers prepared by reaction of the potassium salts of the respective alcohols with dimethyl sulfate, diethyl sulfate, butyl bromide, hexyl bromide, or octyl bromide; purified.

Estimated Errors:

   Temperature: ± 0.5 K.

References:
   1. H. H. O. Schmid, H. K. Mangold, and W. O. Lundberg, J. Am. Oil Chem. Soc. 42, 372 (1965).