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Preparation and rearrangement of alkyl phenyl 2,2,2-trichloro-1,1-dimethylethyl phosphites

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Summary

  1. 1.

    A study was made of the reactions of phenyl 2,2,2-trichloro-1,1-dimethylethyl phosphorochloridite with alcohols with formation of phosphorous esters containing three different alkoxyls. The acid chloride does not react with 2,6-xylenol, probably because of the presence of steric hindrance.

  2. 2.

    The rearrangement of the alkyl phenyl 2,2,2-trichloro-1,1-dimethylethyl phosphities with methyl iodide goes with elimination of the unsubstituted aliphatic group.

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Literature cited

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    M. I Kabachnik and P. A. Rossiiskaya, Izv. AN SSSR. Otd. khim. n. 95 (1948).

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    V. K. Khairullin, A. I. Ledeneva, and V. S. Abramov, Zh. obshch. khimii29, 2355 (1959).

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    A. E. Arbuzov. Structure of Phosphorous Acid and Its Derivatives [in Russian], St. Petersburg (1905).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2010–2013, November 1965

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Khairullin, V.K., Sobchuk, T.I. Preparation and rearrangement of alkyl phenyl 2,2,2-trichloro-1,1-dimethylethyl phosphites. Russ Chem Bull 14, 1974–1977 (1965). https://doi.org/10.1007/BF00845893

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Keywords

  • Alcohol
  • Methyl
  • Chloride
  • Ester
  • Phenyl