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Fe(CO)5-initiated reaction of CCl4 with 1,1-dichloro-5-cyano-1-pentene and 1,1,5-trichloro-1-pentene

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The reaction of CCl4 with 1,1-dichloro-5-cyano-1-pentene and 1,1,5-trichloro-1-pentene is initiated by iron coordination compounds (CC); tert-butyl peroxide initiates only the reaction with 1,1,5-trichloro-1-pentene.

  2. 2.

    The main reaction products, namely 1,1,5-trichloro-2-trichloromethyl-5-cyanopentane and 1,1,5,5-tetrachloro-2-trichloromethylpentane, are respectively formed by the isomerization of the radical adducts CC12CH(CCl3) C2H4CH2X (X=CN, Cl), with 1,5-migration of the H atom.

  3. 3.

    The radical addition of CCl4 to the CCl2=CH group, with chain transfer to the CCl4 and the formation of compounds of type CCl3CH(CCl3)R, was accomplished for the first time by initiation with iron coordination compounds.

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Literature cited

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Authors and Affiliations

  1. Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    N. V. Kruglova, V. I. Dostovalova & R. Kh. Freidlina

Authors
  1. N. V. Kruglova
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  2. V. I. Dostovalova
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  3. R. Kh. Freidlina
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 878–882, April, 1980.

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Kruglova, N.V., Dostovalova, V.I. & Freidlina, R.K. Fe(CO)5-initiated reaction of CCl4 with 1,1-dichloro-5-cyano-1-pentene and 1,1,5-trichloro-1-pentene. Russ Chem Bull 29, 628–632 (1980). https://doi.org/10.1007/BF00961618

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  • DOI: https://doi.org/10.1007/BF00961618

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