Abstract
A new alcohol differing from the pregnandiol of Marrian 1 and Butenandt 2 and also from the crystalline ovarian hormone isolated by Doisy, 3 Thayer and Veler, Butenandt, 4 Laquer 5 and Marrian 6 has been obtained from the urine of pregnant women.
This alcohol has been isolated in the form of snow white crystals. The melting point by the open beaker method of 5 different preparations was 273°, 273°, 273°, 272.3°, 272° (uncorrected). The crystals melted sharply without decomposition.
The molecular weight determination by Rast's micro procedure gave an average value of 294. The iodine numbers of 3 different preparations were 85.3, 86.2, and 88.5. The average of these values, 86.7, permits one to calculate a molecular weight of 292.8 if one double bond is assumed.
Determination of the number of hydroxyls in 2 samples by the procedure of Peterson and West 7 indicates that 3 atoms of oxygen exist in this form. Found 124, 129; theory 129 gms. of CH3C = 0 per mole. The average molecular weight of the triacetyl derivative is 410. M. P. 126° uncorrected.
The specific rotation of a 0.322% solution in 95% ethyl alcohol at 28° in a 2 dm. tube with a sodium flame was +68.3°. Another sample (0.148%) gave a value of +72.8°.
Qualitative analysis did not detect sulfur, halogens or nitrogen. Quantitative micro analysis: carbon 75.15%; hydrogen 8.22%. Calculated for C18H24O3, carbon 74.95%; hydrogen 8.39%; mol. wt. 288.
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