Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Color Reaction of Estrone with the Antimony Trichloride Reagent
YOSHIHISA KURASAWAATSUSHI TAKADATAKEO UEDA
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1976 Volume 24 Issue 6 Pages 1268-1272

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Abstract
The color reaction of estrone with the antimony trichloride reagent was investigated in order to clarify the reaction mechanism. Two reaction products, 3'-methyl-7-acetoxy-1, 2-cyclopenteno-3, 4-dihydrophenanthrene (I) and estrone acetate (II), were isolated from the colored reaction mixture. It was found that acetyl chloride is indispensable for the color reaction, and that the respective steroids are colored by the formation of the cation-radicals. It was assumed that the cation-radical of the substance I should be responsible for the coloration. The reaction mechanism for the formation of the substance I was inferred, and the relationship between the absorption maxima observed in the absorption spectra and the cation-radicals was discussed.
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© The Pharmaceutical Society of Japan
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