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Synthesis of ethers and esters of 1,2-dihydroxyethylene and their conversions

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

Summary

  1. 1.

    1,2-Dimethoxyethylene adds acetic acid at the double bond, with formation of the semi-acylal of acetoxyacetaldehyde. When methylal is added, 1,1,2,3-tetramethoxypropane is formed.

  2. 2.

    1,2,-Diacetoxyethylene adds methanol, forming the methyl acetal of acetoxyacetaldehyde. 1,2,-Diacetoxyethylene reacts with ethylene glycol, being converted to the corresponding semi-acylal.

  3. 3.

    When acetoxyacetaldehyde reacts with ethylene glycol the symmetrical acetal of acetoxyacetaldehyde is formed.

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Literature cited

  1. M. F. Shostakovskii, N. V. Kuznetsov, and Yang Tse-min, Izv. AN SSSR, Otd. khim. n. 1962, 710.

  2. M. F. Shostakovskii, N. V. Kuznetsov, and Yang Tse-min, Ivz. AN SSSR, Otd. khim. n. 1961, 1685.

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Shostakovskii, M.F., Kuznetsov, N.V. & Tse-min, Y. Synthesis of ethers and esters of 1,2-dihydroxyethylene and their conversions. Russ Chem Bull 11, 1614–1616 (1962). https://doi.org/10.1007/BF00907256

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  • DOI: https://doi.org/10.1007/BF00907256

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