Conclusions
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1.
With a low concentration of HCl in the reaction mixture, the free-radical addition of HCl to hex-1-ene and oct-1-ene gives a mixture of 1-and 2-chloroalkanes containing ∼30 and 20% of the 1-isomer, respectively; under the same conditions hept-1-ene gives a mixture of 1- and 2-chloroheptanes containing 8% of 1-chloroheptane.
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2.
In the presence of Fe(CO)5 or FeCl3, no 1-chloroalkanes are formed. The mixtures of chloroalkanes formed in the reactions catalyzed by Fe(CO)5 are considerably richer in the 3-isomers than when FeCl3 is used as catalyst.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1628–1631, July, 1970.
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Velichko, F.K., Vinogradova, L.V. The addition of hydrogen chloride to alk-1-enes in the presence of dicyclohexyl peroxydicarbonate, iron pentacarbonyl, and ferric chloride. Russ Chem Bull 19, 1530–1533 (1970). https://doi.org/10.1007/BF00853850
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DOI: https://doi.org/10.1007/BF00853850