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Bis(β-chloroethyl) sulfides Communication 2. Derivatives of α-chloro-β-(β-chloroethylthio)-and α-(β-chloroethylthio)-β-chloroisobutyric acid

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Sulfenyl chlorides add to methacrylic acid and its derivatives preferentially with the formation of theβ-chloro-α-alkthio derivatives of isobutyric acid.

  2. 2.

    In order to compare the properties the isomericα-chloro-β-(β-chloroethylthio) derivatives of isobutyric acid were obtained by the cleavage ofα-chloro-α-methyl-β-propiothiolactone.

  3. 3.

    Of the obtainedβ-chloro-α-alkthio derivatives of isobutyric acid, the esters and amides are unstable compounds and isomerize under ordinary conditions to the correspondingα-ehloro-β-alkthio derivatives of isobutyric acid. The nitriles of theβ-chloro-α-alkthioisobutyric acid are stable under ordinary conditions.

  4. 4.

    Isomerization of theβ-chloro-α-phenylthio derivatives of isobutyric acid was not observed.

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Literature cited

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2522–2529, November, 1971.

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Lin'kova, M.G., Greichute, D.I., Rasteikene, L.P. et al. Bis(β-chloroethyl) sulfides Communication 2. Derivatives of α-chloro-β-(β-chloroethylthio)-and α-(β-chloroethylthio)-β-chloroisobutyric acid. Russ Chem Bull 20, 2390–2395 (1971). https://doi.org/10.1007/BF00854320

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  • DOI: https://doi.org/10.1007/BF00854320

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