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Chemical polarization of nuclei in the reaction of p-benzoquinone with isopropanol in CC14

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

Conclusions

  1. 1.

    The photochemical reaction of p-benzoquinone with i-C3H7OH in CCl4 proceeds along two different paths, the initial act being the detachment of an H atom from theα- C atom of the alcohol by the triplet quinone, in the one (a), and acceptance of an alcohol electron by the protonated quinone, in the other (b).

  2. 2.

    The product HCl from the photoprocess tends to direct the reaction along path (b). Addition of acetone to the reaction mixture neutralizes the effect of the acid and tends to direct the reaction along path (a).

  3. 3.

    Polarization of the quinone and the reaction products in the path (b) process proceeds through the alkoxyl radicals with S-T−1 transitions playing a central role.

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Literature cited

  1. D. N. Shigorin, A. K. Piskunov, G. A. Val'kova, N. A. Shcheglova, and N. V. Verein, Dokl. Akad. Nauk SSSR,158, 432 (1964).

    Google Scholar 

  2. D. N. Shigorin and G. A. Val'kova, Zh. Fiz. Khim.,41, 1238 (1967).

    Google Scholar 

  3. V. E. Kholmogorov, Teor. Eksp. Khim.,5, 826 (1969).

    Google Scholar 

  4. K. A. McLauchlan and R. C. Sealy, J. Chem. Soc. Chem. Commun.,1976, 115.

  5. A. L. Buchachenko, Chemical Polarization of Electrons and Nuclei [in Russian], Nauka (1974).

  6. A. Weissberger et al., Technique of Organic Chemistry, Vol. 7, Organic Solvents, Wiley-Interscience (1955).

  7. Carbon-13 NMR Spectra, Palo Alto, 470.

  8. V. M. Kuznets, D. N. Shigorin, A. L. Buchachenko, G. A. Val'kova, A. Z. Yankelevich, and N. N. Shapet'ko, Izv. Akad. Nauk SSSR, Ser. Khim.,1975, 775.

  9. H. M. Vyas, S. K. Wong, B. B. Adeleke, and J. K. S. Wan, Am. Chem. Soc.,97, 1385 (1975).

    Google Scholar 

  10. B. Blank, A. Henne, G. P. Laroff, and H. Fischer, Pure Appl. Chem.,41, 475 (1975).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 62–67, January, 1978.

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Kuznets, V.M., Shigorin, D.N., Buchachenko, A.L. et al. Chemical polarization of nuclei in the reaction of p-benzoquinone with isopropanol in CC14 . Russ Chem Bull 27, 52–57 (1978). https://doi.org/10.1007/BF01153207

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  • DOI: https://doi.org/10.1007/BF01153207

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