IUPAC-NIST Solubilities Database

IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Solubility System: Nitromethane with Esters

Components:
   (1) Nitromethane; CH3NO2; [75-52-5]  NIST Chemistry WebBook for detail
   (2) Esters; C22H44O2; []  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 = 351 K to 370 K

Prepared By:
   V. P. Sazonov

Experimental Data:   (Notes on the Nomenclature)

Upper critical solution temperatures of the systems nitromethane + ester
t/°C	T/K	Chemical Name
78.0	351.2	Heneicosylmethanoate; C22H44O2
82.0	355.2	Eicosylethanoate; C22H44O2; [822-24-2]
85.0	358.2	Methylheneicosanoate; C22H44O2; [18281-05-5]
89.0	362.2	Ethyleicosanoate; C22H44O2; [18281-05-5]
89.0	362.2	Nonadecylpropanoate; C22H44O2; [66326-06-5]
92.5	365.7	Propylnonadecanoate; C22H44O2; [27593-68-6]
93.0	366.2	Octadecylbutanoate; C22H44O2; [13373-83-6]
94.0	367.2	Butyloctadecanoate; C22H44O2; [123-95-5]
95.0	368.2	Hexadecylhexanoate; C22H44O2; [14331-11-4]
95.5	368.7	Hexylhexadecanoate; C22H44O2; [42232-25-7]
96.0	369.2	Tetradecylocatanoate; C22H44O2; [16456-36-3]
96.5	369.7	Octyltetradecanoate; C22H44O2; [16260-26-7]
97.0	370.2	Decyldodecanoate; C22H44O2; [35528-28-6]
97.0	370.2	Dodecyldecanoate; C22H44O2; [42231-50-5]

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) Methyl, ethyl and butyl esters purchased from Applied Science Laboratories; propyl and hexyl esters, formate, acetate, propanoate and butyrate prepared by direct esterification; other esters synthesized by transesterification; 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).