Letter | Published:

Cis-Trans Isomerism of Diethylstilbstrol

Nature volume 158, page 790 (30 November 1946) | Download Citation

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Abstract

Walton and Brownlee1 have reported the conversion of pure ψ-diethylstilbœstrol (cis ?) into diethylstilbœstrol (trans) in 80 per cent yield by heating with alcoholic hydrochloric acid. Recent work in this laboratory has shown that heating with 2.5 N aqueous hydrochloric acid for periods of 30 min.—2 hr. converts both ψ-diethylstilbœstrol and diethylstilbœstrol into an equilibrium mixture in which, in so far as these two substances are concerned, diethylstilbœstrol preponderates in the ratio 9 : 1. The change has been followed by melting-point and colorimetric estimations2 of the products isolated from saturated acid solutions after cooling to room temperature, and checked by comparison with the properties of suitable mechanical mixtures.

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References

  1. 1.

    , and , Nature, 151, 305 (1943).

  2. 2.

    , Biochem. J., 39, 95 (1945).

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Affiliations

  1. National Institute for Research in Dairying, Shinfield, Nr. Reading. Oct. 21.

    • F. H. MALPRESS

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DOI

https://doi.org/10.1038/158790a0

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