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Alkylating properties of alkylfluoroalkenyl ethers

Communication 3. Complexes of ethers of perfluoropropenol and 2,4-bis(trifluoromethyl)-1,1,1,5,5,5-hexafluoro-2-pentene-3-ol with tertiary amines

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Fluorine-containing unsaturated ethers CF3CF=CFOCH3, (CF3)2C=C(OCH3)CH (CF3)2, CF2=CFOCH3, CF3C(CH3)=CFOCH3 and (CF3)2C=CHOCH3 are capable of methylating trimethylamine, and the rate of the reaction in the case of the first two ethers is comparable with the rate of the reaction of the ether (CF3)2C=CFOCH3 with triethylamine, while the remaining three ethers react more slowly.

  2. 2.

    The interaction of the ethers CF3CF=CFOCH3, (CF3)2C=C(OCH3)CH(CF3)2 and (CF3)2C=C(OCH2·C6H5)CH(CF3)2 with trimethylamine yielded salts containing the tetralkylammonium cation and the corresrponding mesomeric carbanion\(\left[ {\begin{array}{*{20}c} \setminus \\ / \\ \end{array} C\overline { \cdots \cdot \cdot } \mathop C\limits^| \overline { \cdots \cdot \cdot } O} \right]^ \ominus \)

  3. 3.

    A salt containing a mesomeric carbanion can be obtained by the elimination of a proton from the ketone(CF3)2CHCOCH(CF3)2 under the action of triethylamine.

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Authors and Affiliations

  1. Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, USSR

    I. L. Knunyants, M. V. Urushadze, V. A. Livshits, E. G. Abduganiev, E. M. Rokhlin & Yu. A. Cheburkov

Authors
  1. I. L. Knunyants
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  2. M. V. Urushadze
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  3. V. A. Livshits
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  4. E. G. Abduganiev
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  5. E. M. Rokhlin
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  6. Yu. A. Cheburkov
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Additional information

Previous communication, see [1].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No, 1, pp. 54–60, January, 1972.

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Knunyants, I.L., Urushadze, M.V., Livshits, V.A. et al. Alkylating properties of alkylfluoroalkenyl ethers. Russ Chem Bull 21, 47–52 (1972). https://doi.org/10.1007/BF00855654

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  • DOI: https://doi.org/10.1007/BF00855654

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