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Disproportionation of ethers on aluminum oxide 2. Reactions with cyclic ethers, thioethers, alkyl halides, and alcohols

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

Conclusions

  1. 1.

    At ordinary pressures (in a recirculation apparatus) aliphatic ethers undergo disproportionation reactions both with one another and with aliphatic alcohols, alkyl halides, and thioethers to form mixed ethers and the other corresponding products.

  2. 2.

    The ability of the ethers of polyatomic alcohols to undergo disproportionation reactions has been demonstrated in the case of diethylene glycol diethyl ether, and in this case the reaction results in the formation of dioxane and diethyl ether, as well as ethylene glycol diethyl ether. The disproportionation of 1,4-dioxane, 1,3-dioxane, and THF with diethyl ether could not be detected under these conditions. Similarly, ethylene glycol diethyl ether did not undergo any conversion.

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Literature cited

  1. A. A. Silakova, G. I. Levi, and V. E. Vasserberg, Izv. Akad. SSSR, Ser. Khim., 2352 (1975).

  2. D. R. Stull, E. F. Westrum, Jr., and G. C. Sinke, Chemical Thermodynamics of Organic Compounds, Wiley, New York (1969).

    Google Scholar 

  3. K. K. Verma and L. K. Doraiswamy, Ind. Eng. Chem. Fundam.,4, No. 4, 389 (1965); D. N. Fihani and L. K. Doraiswamy, ibid.,7, No. 3, 375 (1968).

    Google Scholar 

  4. V. N. Ipatieff and R. L. Burwell, J. Am. Chem. Soc.,63, 969 (1941).

    Google Scholar 

  5. J. M. Mavity, U.S.A. Patent No. 2746995 (1956); Ref. Zh. Khim., No. 6, 18848 (1958).

    Google Scholar 

  6. Yu. I. Derbentsev, G. V. Isagulyants, A. F. Rar, D. L. Pakul', and A. A. Balandin, Dokl. Akad. Nauk SSSR,177, 1371 (1967).

    Google Scholar 

  7. E. Ahamadi, I. Heiba, and P. S. Landis, J. Catal.,3, 471 (1964).

    Google Scholar 

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    G. I. Levi, A. A. Silakova & V. É. Vasserberg

Authors
  1. G. I. Levi
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  2. A. A. Silakova
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  3. V. É. Vasserberg
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2050–2054, September, 1977.

We thank S. Z. Taits and R. A. Okunev for their useful discussion and O. S. Chizhov, V. I. Kadentsev, and I. P. Yakovlev for their help in carrying out the instrument analysis.

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Levi, G.I., Silakova, A.A. & Vasserberg, V.É. Disproportionation of ethers on aluminum oxide 2. Reactions with cyclic ethers, thioethers, alkyl halides, and alcohols. Russ Chem Bull 26, 1895–1899 (1977). https://doi.org/10.1007/BF00924384

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  • DOI: https://doi.org/10.1007/BF00924384

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