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Reactivity of Benzophenone O-Vinyloxime

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Abstract

Benzophenone O-vinyloxime readily takes up bromine and hydrogen chloride to give benzophenone O-(1,2-dibromoethyl)oxime and benzophenone O-(1-chloroethyl)oxime, respectively. Its reactions with methanol, trifluoroacetic acid, and acetic acid lead to formation of the corresponding O-(1-methoxyethyl), O-(1-trifluoroacetoxyethyl), and O-(1-acetoxyethyl) derivatives. Slow heating of the title compound induces its decomposition with formation of benzophenone as the major product; fast heating leads to a complex mixture of products containing benzophenone, benzophenone imine, and acetaldehyde.

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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    A. B. Zaitsev, E. Yu. Shmidt, A. M. Vasil'tsov, A. I. Mikhaleva, L. V. Morozova, I. A. Ushakov85, A. V. Afonin & L. N. Il'icheva

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  1. A. B. Zaitsev
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  2. E. Yu. Shmidt
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  3. A. M. Vasil'tsov
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  4. A. I. Mikhaleva
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  5. L. V. Morozova
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  6. I. A. Ushakov85
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  7. A. V. Afonin
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  8. L. N. Il'icheva
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Zaitsev, A.B., Shmidt, E.Y., Vasil'tsov, A.M. et al. Reactivity of Benzophenone O-Vinyloxime. Russian Journal of Organic Chemistry 39, 1429–1435 (2003). https://doi.org/10.1023/B:RUJO.0000010559.50645.5b

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  • DOI: https://doi.org/10.1023/B:RUJO.0000010559.50645.5b

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