IUPAC-NIST Solubilities Database

IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Solubility System: Nitromethane with Dialkyl ethers

Components:
   (1) Nitromethane; CH3NO2; [75-52-5]  NIST Chemistry WebBook for detail
   (2) Dialkyl ethers; C12H26O, C14H30O, C16H34O, C18H38O and C20H42O; []  NIST Chemistry WebBook for detail

Original Measurements:
   H.H.O. Schmid; Mangold, H.K.; Lundberg, W.O., Microchem. J. 9, 134-44 (1965).

Variables:
   Temperature = 328 K to 404 K

Prepared By:
   V. P. Sazonov

Experimental Data:   (Notes on the Nomenclature)

Upper critical solution temperatures of the systems nitromethane + dialkyl ether
t/°C	T/K	Chemical Name
55.0	328.2	1-Methoxyundecane (methyl-undecyl ether); C12H26O; [7289-53-4]
66.5	339.7	1-Ethoxydecane (ethyl-decyl ether); C12H26O; [16976-29-6]
75.0	348.2	1-Methoxytridecane (methyl-tridecyl ether); C14H30O; [7289-55-9]
77.5	350.7	1-Butoxyoctane (butyl-octyl ether); C12H26O; [53839-23-9]
78.0	351.2	1-Hexoxyhexane (dihexyl ether); C12H26O; [112-58-3]
85.0	358.2	1-Ethoxydodecane (ethyl-dodecyl ether); C14H30O; [7289-37-4]
91.5	364.7	1-Methoxypentadecane (methyl-pentadecyl ether); C16H34O;
93.5	366.7	1-Butoxydecane (butyl-decyl ether); C14H30O; [111082-32-7]
94.5	367.7	1-Heptoxyheptane (diheptyl ether); C14H30O; [629-64-1]
100.0	373.2	1-Ethoxytetradecane (ethyl-tetradecyl ether); C16H34O; [4813-58-5]
105.0	378.2	1-Methoxyheptadecane (methyl-heptadecyl ether); C18H38O;
108.0	381.2	1-Butoxydodecane (butyl-dodecyl ether); C16H34O; [7289-38-5]
109.0	382.2	1-Octoxyoctane (dioctyl ether); C16H34O; [629-82-3]
112.5	385.7	1-Ethoxyhexadecane (ethyl-hexadecyl ether); C18H38O; [13933-61-4]
117.5	390.7	1-Methoxynonadecane (methyl-nonadecyl ether); C20H42O;
119.0	392.2	1-Butoxytetradecane (butyl-tetradecyl ether); C18H38O; [111082-34-9]
120.5	393.7	1-Hexoxydodecane (hexyl-dodecyl ether); C18H38O;
120.5	393.7	1-Octoxydecane (octyl-decyl ether); C18H38O; [17088-93-6]
123.5	396.7	1-Ethoxyoctadecane (ethyl-octadecyl ether); C201-Ethoxytetradecane (ethyl-tetradecyl ether); C16H34O; [4813-58-5]H421-Ethoxytetradecane (ethyl-tetradecyl ether); C16H34O; [4813-58-5]O; [62435-06-7]
129.0	402.2	1-Butoxyhexadecane (butyl-hexadecyl ether); C20H42O; [[18302-77-7]
131.0	404.2	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 in Schmid, et al.¹ The disappearance and reappearance of the interface between (1) and (2) could be observed without difficulty.

Source and Purity of Materials:
   (1) Fisher Scientific Co.; certified, No. N-98; n(20 °C, D) = 1.3820, d(20 °C) = 1134 g·L^-1.
   (2) Symmetrical dialkyl ethers from Lachat Chemicals Co.; other ethers prepared by reacting 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).