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Structural course of the scission of 2, 4-dimethyl-l, 3-dioxalane by acetyl chloride

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 2, 4-dimethyl-1, 3-dioxolane with acetyl chloride in the presence of ZnCl2 catalyst gives only one of two expected chloropropylacetates (the 2-chloropropylacetate), along with propylene glycol diacetate, and resinous products, formed by splitting of the intermediate α-chloroesters, as well as by polymerization of the starting dioxolane. IR spectra confirmed the structure of the 2-chloropropylacetate. An attempt is made to explain the structural course of the reaction.

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References

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Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Division, AS USSR, USSR

    A. S. Atavin, B. A. Trofimov, G. I. Kagan, S. E. Orlova & V. V. Keiko

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  1. A. S. Atavin
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  2. B. A. Trofimov
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  3. G. I. Kagan
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  4. S. E. Orlova
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  5. V. V. Keiko
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Atavin, A.S., Trofimov, B.A., Kagan, G.I. et al. Structural course of the scission of 2, 4-dimethyl-l, 3-dioxalane by acetyl chloride. Chem Heterocycl Compd 2, 343–344 (1967). https://doi.org/10.1007/BF00742385

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  • DOI: https://doi.org/10.1007/BF00742385

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