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Radical reactions of ethyl orthoformate with 1-hexene

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

Conclusions

  1. 1.

    The homolytic addition of ethyl orthoformate to 1-hexene is accompanied by fragmentatizon and isomerization of the intermediate radicals, as a result of which the adduct ethyl 2-octyl carbonate is formed.

  2. 2.

    The formyl C-H bond in ethyl orthoformate is approximately an order of magnitude more reactive than the α-C-H bond of the ethoxy group.

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Literature cited

  1. L. L. Kostyukevich, S. M. Kalashnikov, S. S. Glukhova, E. V. Pastushenko, S. S. Zlotskii, and D. L. Rakhmankulov, Zh. Obshch. Khim.,50, 1193 (1980).

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  2. L. L. Kostyukevich, S. M. Kalashnikov, E. V. Pastushenko, S. S. Zlotskii, and D. L. Rakhmankulov, Zh. Org. Khim.,11, 1858 (1981).

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  3. O. G. Safiev, U. B. Imashev, and A. B. Terent'ev, Izv. Akad. Nauk SSSR, Ser. Khim., 2499 (1979).

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Authors and Affiliations

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

    I. I. Khatuntsev, E. V. Pastushenko & A. B. Terent'ev

Authors
  1. I. I. Khatuntsev
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  2. E. V. Pastushenko
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  3. A. B. Terent'ev
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2310–2314, October, 1984.

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Khatuntsev, I.I., Pastushenko, E.V. & Terent'ev, A.B. Radical reactions of ethyl orthoformate with 1-hexene. Russ Chem Bull 33, 2109–2112 (1984). https://doi.org/10.1007/BF00954092

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  • DOI: https://doi.org/10.1007/BF00954092

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