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Pyran derivatives as new perfumes

II. Study of the products of the reaction of 1-nonene with formaldehyde

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2-Nonyl acetate, 2-hexyltetrahydrofuran, 4-heptyl-1,3-dioxane, 3-hexyl-4-hydroxytetrahydropyran and its acetate, and decane-1,3-diol and its diacetate were isolated from the products of the reaction of 1-nonene with formaldehyde in acetic and sulfuric acids. The structures of the substances isolated were confirmed by the results of functional analysis and by IR and PMR spectroscopy. The stereoisomeric composition of 3-hexyl-4-hydroxytetrahydropyran and its acetate was established.

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Literature cited

  1. N. P. Solov'eva, T. M. Tsirkel', I. A. Terekhina, S. A. Voitkevich, R. I. Sharapova, and E. S. Kaboshina, USSR Author's Certificate No. 202,964 (1966); Byull. Izobr., No. 20 (1967).

  2. N. P. Solov'eva, T. M. Tsirkel', S. A. Voitkevich, and I. A. Terekhina, Chemistry and Technology of Aromatic Principles and Essential Oils [in Russian], Vol. 8, Pishchepromizdat (1968), p. 315.

  3. N. P. Solov'eva, I. A. Terekhina, S. A. Voitkevich, and A. G. Livshits, Maslozhir. Prom., No. 6, 31 (1968).

    Google Scholar 

  4. Dictionary of Organic Compounds [Russian translation], Vol. 1, Oxford University Press (1965–1968).

  5. G. Nikishin and V. Vorob'ev, Izv. Akad. Nauk SSSR, Ser. Khim., 891 (1962).

  6. M. Hellin, M. Davidson, D. Lumbroso, P. Guiliani, and F. Coussemant, Bull. Soc. Chim. France, 2974 (1964).

  7. L. Heslinga and M. Van-Gorkom, Rec. Trav. Chim., 85, 293 (1966).

    Google Scholar 

  8. A. Arai, Yuki Kagaku Gosel, 21, 329 (1963); Referativnyi Zh. Khim., 2Zh78 (1964).

    Google Scholar 

  9. K. Fukui, J. Oe, and H. Kitano, Kogu Kagaku Zasshi, 62, 1607 (1963); Referativnyi Zh. Khim., No. 21, 85,717 (1960).

    Google Scholar 

  10. T. Khirai, S. Matsumoto, M. Sakamoto, and T. Matsumoto, Yukagaku, 12, 205 (1963); Referativnyi Zh. Khim., 9R385 (1964).

    Google Scholar 

  11. B. A. Kazanskii, A. L. Liberman, A. F. Platé, M. I. Rozengart, and G. A. Tarasova, Zh. Obshch. Khim., 17, 1504 (1947).

    Google Scholar 

  12. Handbook of Chemistry [in Russian], Vol. 2, Khimiya (1964), p. 840.

  13. H. C. Brown and C. P. Garg, J. Am. Chem. Soc., 83, 2952 (1961).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1447–1450, November, 1971.

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Solov'eva, N.P., Tsirkel', T.M., Terekhina, I.A. et al. Pyran derivatives as new perfumes. Chem Heterocycl Compd 7, 1347–1350 (1971). https://doi.org/10.1007/BF00481092

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  • DOI: https://doi.org/10.1007/BF00481092

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