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The hydrolytic cleavage of D′-methoxy-D-(hydroxymethyl) diethylene glycol in acid medium

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Summary

  1. 1.

    The acid hydrolysis of D′-methoxy-D-(hydroxymethyl) diethylene glycol (IV) was studied.

  2. 2.

    D′-Methoxy-D-(hydroxymethyl) diethylene glycol (IV), having a CH2OH group in the α-position to the acetal linkage, is less stable in acid medium than compounds (II), (III) or (I).

  3. 3.

    The obtained results clearly show that the reduced stability of modified celluloses, containing fragments (II), (III) or (IV), to acid hydrolysis is related to the change in the state of the α-acetal linkage in these fragments.

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Literature cited

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    V. I. Ivanov and Z. I. Kuznetsova, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk1958, 646.

  2. 2.

    Z. I. Kuznetsova and V. I. Ivanov, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk1960, 2044.

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    F. Smith and J. W. Van Cleve, J. Am. Soc.77, 3091 (1955).

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    J. Hamilton, G. Huffman, and F. Smith, J. Am. Chem. Soc.81, 2173 (1959).

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Kuznetsova, Z.I., Ivanov, V.I. The hydrolytic cleavage of D′-methoxy-D-(hydroxymethyl) diethylene glycol in acid medium. Russ Chem Bull 10, 863–865 (1961). https://doi.org/10.1007/BF00905967

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Keywords

  • Acetal
  • Cellulose
  • Hydrolysis
  • Glycol
  • Acid Medium