YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Studies on Color Reaction of Steroids. VII
Examination of Tschugaeff Reaction. (1). On the Reaction Products of Cholesterol with Zinc Chloride
Toshio Watanabe
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1960 Volume 80 Issue 4 Pages 442-445

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Abstract
In order to examine the Tschugaeff reaction, each of the coloration reagents for cholesterol, acetyl and zinc chlorides were examined. In the case of acetyl chloride, substances other than acetylated product were not obtained, while dehydrated and polymerized products were obtained in the case of zinc chloride. Heating of cholesterol and zinc chloride in solid state, in nitrogen stream, results in formation of cholestadiene and bicholestadienyl, and the latter is also obtained on heating in acetic acid or acetic anhydride. In acetic acid solution, acetylation occurs at room temperature when zinc chloride is present. When the solution of cholesterol in acetic acid-benzene mixture is added with zinc chloride, three kinds of molecular addition compounds with different ratios are obtained, and those in which the molar ratio of cholesterol to zinc chloride is 1.5 and 2 moles are colored (reddish).
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