James K C, Ng C T, Noyce P R
J Pharm Sci. 1976 May;65(5):656-9. doi: 10.1002/jps.2600650506.
The solubility parameters of a range of saturated hydrocarbons were calculated from vapor pressures and heats of vaporization. Solubilities of testosterone propionate were determined in these solvents at 25 degrees and yielded solute solubility parameters which varied from solvent to solvent. The solubility parameter of testosterone propionate was determined by several other methods, and support was found for the previously published figure of 9.5 cal(1/2) cm(-3/2). The geometric mean coefficient (l(12)) in saturated hydrocarbons was found to be a rectilinear function of the branching ratio (r). The mean l(12) of androstanolone and testosterone propionates was used to calculate the solubilities of other esters, giving good agreement with experimental results. IR data, presented as the sum of the shifts of the 3-keto and 17-ester carbonyl stretching frequencies in polar solvents, correlated rectilinearly with the geometric mean coefficients and the plot extrapolated to the l(12) value of n-hexane, calculated from the branching ratio plot. Attempts to predict solubilities of other esters in polar solvents using l(12) values achieved only limited success.
通过蒸气压和汽化热计算了一系列饱和烃的溶解度参数。在25摄氏度下测定了丙酸睾酮在这些溶剂中的溶解度，并得出溶质溶解度参数，该参数因溶剂而异。通过其他几种方法测定了丙酸睾酮的溶解度参数，证实了先前发表的9.5 cal(1/2) cm(-3/2)这一数值。发现饱和烃中的几何平均系数(l(12))是支化比(r)的线性函数。使用雄甾烷醇和丙酸睾酮的平均l(12)来计算其他酯类的溶解度，结果与实验结果吻合良好。红外数据表示为极性溶剂中3-酮基和17-酯羰基伸缩频率位移的总和，与几何平均系数呈线性相关，并且该图外推至根据支化比图计算得出的正己烷的l(12)值。使用l(12)值预测其他酯类在极性溶剂中的溶解度仅取得了有限的成功。
