Conclusions
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1.
We synthesized terpinolene monoxide (4,8-epoxy-p-menthene-1) and dioxide for the first time and confirmed their structure from their NMR and IR spectra.
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2.
The isomerization of 4,8-epoxy-p-menthene-1 under the influence of zinc bromide was studied. Two isomeric ketones with the composition C10H16O were isolated in individual form; analysis of their PMR spectra provided a basis for assigning them a seven-member ring structure.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2058–2063, September, 1970.
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Arbuzov, B.A., Andreeva, I.S. & Samitov, Y.Y. Terpinolene monoxide and dioxide and isomerization of the monoxide under the influence of zinc bromide. Russ Chem Bull 19, 1932–1936 (1970). https://doi.org/10.1007/BF00849775
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DOI: https://doi.org/10.1007/BF00849775