Kinetics and mechanism of decomposition of dibenzoylfuroxane

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The kinetics of decomposition of dibenzoyl furoxane (DBFO) in a melt and in dilute solutions in biphenyl and nitrobenzene at a temperature of 116–141 °C was studied by the calorimetric method. As a result of the decomposition of DBFO, a substance is formed, which by its nature is also furoxane, but differs in a more complex structure and a higher decomposition temperature. The high rate and unusual composition of the decomposition products of DBFO are explained within the framework of the biradical mechanism of decomposition of furoxanes.

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作者简介

G. Nazin

FRC PCP MC of the Russian Academy of Sciences

Email: akazakov@icp.ac.ru
俄罗斯联邦, Chernogolovka, Moscow region

A. Kazakov

FRC PCP MC of the Russian Academy of Sciences

编辑信件的主要联系方式.
Email: akazakov@icp.ac.ru
俄罗斯联邦, Chernogolovka, Moscow region

A. Nabatova

FRC PCP MC of the Russian Academy of Sciences

Email: akazakov@icp.ac.ru
俄罗斯联邦, Chernogolovka, Moscow region

G. Shilov

FRC PCP MC of the Russian Academy of Sciences

Email: akazakov@icp.ac.ru
俄罗斯联邦, Chernogolovka, Moscow region

L. Fershtat

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: akazakov@icp.ac.ru
俄罗斯联邦, Moscow

A. Larin

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: akazakov@icp.ac.ru
俄罗斯联邦, Moscow

参考

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  3. A.I. Kazakov, D.B. Lempert, A.V. Nabatova et al., Russ. J. Phys. Chem. B. 17(3), 673 (2023). https://doi.org/10.1134/S1990793123030041
  4. A.I. Kazakov, D.B. Lempert, A.V. Nabatova et al., Russ. J. Phys. Chem. B. 17(5), 1083 (2023). https://doi.org/10.1134/S1990793123050032
  5. A.I. Kazakov, D.B. Lempert, A.V. Nabatova et al., Russ. J. Phys. Chem. B. 18(2), 436 (2024). https://doi.org/10.1134/S199079312402009X
  6. A.I. Kazakov, D.B. Lempert, A.V. Nabatova et al., Russ. J. Phys. Chem. B. 18(2), 450 (2024). https://doi.org/10.1134/S1990793124020210
  7. D.R. Brittelli, G.A. Boswell Jr. J. Org. Chem. 46, 316 (1981). https://doi.org/10.1021/jo00315a018
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  10. L.N. Galperin, Yu.R. Kolesov, L.B. Mashkinov, Yu.E. Turner. In Proceedings of the Sixth All-Union Conference on Calorimetry (Metsniereba, Tbilisi, 1973), P. 539 [in Russian].
  11. S.W. Benson, Thermochemical Kinetics. (John Wiley and Sons, INC. New York-London-Sydney, 1968).
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2. Fig. 1. Kinetic curves of DBPO decomposition at different temperatures (°C): 1 – 116.0; 2 – 121.4; 3 – 125.4; 4 – 130.8 (m = 20 mg); 5 – 130.8 (m = 200 mg); 6 – 136.2.

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3. Fig. 2. Kinetic curves of DBPO decomposition in a 1% solution in DF at the following temperatures (°C): 1 – 116.0, 2 – 121.4, 3 – 125.4, 4 –130.8.

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4. Fig. 3. Kinetic curves of DBPO decomposition in a 1% solution in NB at the following temperatures (°C): 1 – 116.0, 2 – 121.4, 3 – 125.4, 4 –130.8, 5 – 136.2.

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5. Fig. 4. Kinetic curves of DBPO decomposition at 141.2 °C and m/V = 10–3 g/cm3.

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6. Fig. 5. Kinetic curves of DBPO decomposition in DF solution at 141.2 °C and a concentration of 8.7 · 10-1 mol/l.

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7. Fig. 6. Kinetic curves of decomposition at 209.4 °C of the final product obtained by decomposition of DBPO at 141.2 °C. Points – experiment, lines – calculation using the 1st order equation; 1 – pure DBPO, k1 = 2.3 10–4 s–1; 2 – DBPO solution in NB, k1 = 2.5 10–4 s–1.

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8. Fig. 7. Scheme of the decomposition reaction of DBPO.

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