IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Glass Ball as Bullet Solubility System: Nitromethane with Esters
Components:
   (1) Nitromethane; CH3NO2; [75-52-5]  NIST Chemistry WebBook for detail
   (2) Esters; C16H32O2; []  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 = 297 K to 323 K

 Prepared By:
   V. P. Sazonov

 Experimental Data:   (Notes on the Nomenclature)
  
Upper critical solution temperatures of the systems nitromethane + ester
t/°CT/KChemical Name
23.5296.7Pentadecylmethanoate; C16H32O2; [66271-76-9]
27.0300.2Tetradecylethanoate; C16H32O2; [638-59-5]
33.5306.7Methylpentadecanoate; C16H32O2; [7132-64-1]
40.5313.7Ethyltetradecanoate; C16H32O2; [124-06-1]
40.5313.7Tridecylpropanoate; C16H32O2; [6271-77-0]
44.5317.7Dodecylbutanoate; C16H32O2; [3724-61-6]
45.0318.2Propyltridecanoate; C16H32O2; [88591-28-0]
47.0320.2Butyldodecanoate; C16H32O2; [106-18-3]
47.5320.7Decylhexanoate; C16H32O2; [52363-43-6]
49.5322.7Hexyldecanoate; C16H32O2; [10448-26-7]
49.5322.7Octyloctanoate; C16H32O2; [2306-88-9]
 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, 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).