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Investigation of the compositions and structures of the components of lactone C12H22O2 — the side product of the condensation of n-butyl alcohol

I. Separation and investigation of the lactone

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It was established by gas-liquid chromatography (GLC) that lactone C12H22O2 consists of three components. Two components, which are its isomers, were isolated by rectification and also by means of preparative GLC. A racemic mixture of optical isomers of 2,4-diethyl-3-n-propylpentanedioic acid was isolated from the products of potassium permanganate oxidation of the salts of the hydroxy acids obtained from the isolated lactone isomers in one case, whereas the meso form of this acid was isolated in another case. On the basis of this, it was concluded that one lactone isomer, constituting 60–70% of the mixture, is 2,4trans-diethyl-3cis-n-propyl-5-pentanolide or 2,4trans-diethyl-3trans-n-propyl-5-pentanolide, and the other isomer, constituting 20–30% of the mixture, is 2,4cis-diethyl-3cis-n-propyl-5-pentanolide or 2,4cis-diethyl-3-trans-n-Propyl-5-Pentanolide.

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Authors and Affiliations

  1. Scientific-Research Institute of Plastics, Moscow

    V. I. Lyubomilov, L. G. Alekseeva, A. M. Kabashneva, Ya. G. Urman & Z. I. Zel'manova

Authors
  1. V. I. Lyubomilov
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  2. L. G. Alekseeva
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  3. A. M. Kabashneva
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  4. Ya. G. Urman
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  5. Z. I. Zel'manova
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1174–1179, September, 1975.

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Lyubomilov, V.I., Alekseeva, L.G., Kabashneva, A.M. et al. Investigation of the compositions and structures of the components of lactone C12H22O2 — the side product of the condensation of n-butyl alcohol. Chem Heterocycl Compd 11, 1020–1024 (1975). https://doi.org/10.1007/BF00471286

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  • DOI: https://doi.org/10.1007/BF00471286

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