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Initiated and Inhibited Oxidation of 1,1-Dichloro-2-Methyl-2-Vinylcyclopropane

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Initiated and inhibited oxidation of 2-methyl-2-vinyl-gem-dichlorocyclopropane has been studied. It has been found that in the oxidation process, chain propagation occurs via the addition of a polyperoxy radical to the double bond. The studied monomer is close to methacrylic acid esters in activity. The inhibiting effect of phenol and amine antioxidants and stable nitroxyl radicals on the radical chain oxidation of 2-methyl-2-vinyl-gem-dichlorocyclopropane has been examined, and amines and nitroxyls have been shown to repeatedly terminate chains due to the regeneration of the inhibitor.

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  1. G. Z. Raskil’dina, Yu. G. Borisova, V. M. Yanybin, and S. S. Zlotskii, Pet. Chem. 57, 278 (2017).

    Article  Google Scholar 

  2. A. A. Bogomazova, N. N. Mikhailova, and S. S. Zlotskii, Advances in Chemistry of gem-Dihalocyclopropanes (Lambert Academic, Saarbrücken, 2011) [in Russian].

    Google Scholar 

  3. S. V. Kolesov, A. I. Vorob’ev, S. S. Zlotskii, et al., Russ. J. Gen. Chem. 78, 925 (2008).

    Article  CAS  Google Scholar 

  4. E. A. Brusentsova, S. S. Zlotskii, and A. R. Khamidullina, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol. 51 (9), 106 (2008).

    Google Scholar 

  5. D. Loshadkin, V. Roginsky, and E. Pliss, Int. J. Chem. Kinet. 34, 162 (2002).

    Article  CAS  Google Scholar 

  6. A. D. Beke, Chem. Phys. 98, 5648 (1993).

    Google Scholar 

  7. E. M. Pliss, S. S. Zlotskii, and R. L. Safiullin, Inhibited Oxidation of Unsaturated Compounds: Kinetics, Mechanism, and Structure–Reactivity Relation (Lambert Academic, Saarbrücken, 2012) [in Russian].

    Google Scholar 

  8. S. Lednev, A. Sirick, E. Pliss, et al., React. Kinet. Mech. Catal. 116, 43 (2015).

    Article  CAS  Google Scholar 

  9. E. M. Pliss, I. V. Tikhonov, and A. I. Rusakov, Nitroxides: Theory, Experiment and Applications, Ed. by A. I. Kokorin (InTech, Rijeka, 2012), ch. 9, p. 263.

    Google Scholar 

  10. E. M. Pliss, M. E. Soloviev, I. V. Tikhonov, et al., Russ. J. Phys. Chem. B 10, 417 (2016).

    Article  CAS  Google Scholar 

  11. E. Denisov and I. Afanas’ev, Oxidation and Antioxidants in Organic Chemistry and Biology (CRC, Boca Raton, 2005).

    Book  Google Scholar 

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This work was supported by the Russian Foundation for Basic Research, project no. 17-33-50026.

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Correspondence to G. Z. Raskil’dina.

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The authors declare no conflict of interest to be disclosed in this paper.

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Translated by E. Boltukhina

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Baiburtli, A.V., Raskil’dina, G.Z., Zlotskii, S.S. et al. Initiated and Inhibited Oxidation of 1,1-Dichloro-2-Methyl-2-Vinylcyclopropane. Pet. Chem. 60, 51–54 (2020).

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