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Synthesis and properties of trifluoromethylthiirane

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

Conclusions

  1. 1.

    A method for synthesis of trifluoromethylthiirane has been found which is based on the reaction of H2S with 1,1,1-trifluoro-3-chloropropane-2-sulfenyl chloride in N-methylpyrrolidone.

  2. 2.

    Reactions of trifluoromethylthiirane with electrophilic (Cl2, HCl, CH3COCl) and nucleophilic (LiAlH4, Me2NH) reagents have been investigated, leading to 1,1,1-trifluoro-3-chloropropane-2-sulfenyl chloride, 1,1,1-trifluoro-3-chloro-2-propanethiol, 1-(trifluoromethyl)-2-chloroethyl thioacetate, 1,1,1-trifluoro-2-propanethiol, and 1,1,1-trifluoro-3-(N,N-dimethylamino)-2-propanethiol, respectively.

  3. 3.

    The order of addition of sulfur monochloride to 1,1,1-trifluoropropene with the formation of bis-[1-(trifluoromethyl)-2-chloroethyl] disulfide has been established.

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Literature cited

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    R. A. Bekker, V. Ya. Popkova, L. A. Rozov & I. L. Knunyants

Authors
  1. R. A. Bekker
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  2. V. Ya. Popkova
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  3. L. A. Rozov
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  4. I. L. Knunyants
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Additional information

See [1] for the preliminary communication.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2558–2561, November, 1984.

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Bekker, R.A., Popkova, V.Y., Rozov, L.A. et al. Synthesis and properties of trifluoromethylthiirane. Russ Chem Bull 33, 2342–2345 (1984). https://doi.org/10.1007/BF00948850

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  • DOI: https://doi.org/10.1007/BF00948850

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