Conclusions
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1.
Depending on the reaction conditions, when 1,3,5-trichloro-2-pentene, 1,3,7-trichloro-3-heptene and 1,5,5-trichloro-2-hexene are treated with diethylamine the nucleophilic replacement of the allylic chlorine atom by the diethylamino group can be accomplished selectively, without involving the other chlorine-containing groups.
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2.
The reaction of 1,3,3,5-tetrachloropentane with diethylamine proceeds with prior dehydrochlorination.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1068–1071, May, 1973.
The authors express their gratitude to V. I. Dostovalova for taking and interpreting the NMR spectra.
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Vasil'eva, T.T., Khudyakova, G.B. & Freidlina, R.K. Action of diethylamine on polychlorohydrocarbons. Russ Chem Bull 22, 1026–1028 (1973). https://doi.org/10.1007/BF00854242
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DOI: https://doi.org/10.1007/BF00854242