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Synthesis and thermal decomposition of hydrotrioxide obtained by ozonization of exo-bicyclo[2.2.1]heptan-2-ol

Abstract

Low-temperature (−70 °C) ozonization of exo-bicyclo[2.2.1]heptan-2-ol in CCl3F led to a hydrotrioxide, which was identified by 1H NMR spectroscopy. Kinetics of decomposition of given hydrotrioxide was studied by analysis of the chemiluminescence fading in the IR range of the spectrum and the activation parameters of the process were calculated. Singlet oxygen (1Δg) served as an emitter of eradiation. Yields of 1O2 in a range of temperature from −31.0 to +12.5 °C were determined (at −31 °C the yield was 37.6%). Bicyclo[2.2.1]heptan-2-one was found to be the main product of decomposition of the hydrotrioxide (the yield was 98%).

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Correspondence to S. A. Grabovskiy.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 263–266, February, 2007.

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Abdrakhmanova, A.R., Khalitova, L.R., Spirikhin, L.V. et al. Synthesis and thermal decomposition of hydrotrioxide obtained by ozonization of exo-bicyclo[2.2.1]heptan-2-ol. Russ Chem Bull 56, 271–275 (2007). https://doi.org/10.1007/s11172-007-0044-x

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  • DOI: https://doi.org/10.1007/s11172-007-0044-x

Key words

  • hydrotrioxide
  • singlet oxygen
  • rate constants
  • ozonization