Reaction of triphenyl phosphite ozonide with thioacetals |
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Authors: | V. V. Shereshovets N. M. Korotaeva Yu. I. Puzin G. V. Leplyanin V. D. Komissarov |
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Affiliation: | (1) Institute of Chemistry, 450054 Ufa, USSR |
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Abstract: | Kinetic regularities in the reaction of triphenyl phosphite ozonide with several thioacetals in CH2Cl2 solution at –15°C have been studied. The consumption rate of ozonides is described by the kinetic equation W=k0[(C6H5O)3P·O3]+k1[(C6H5O)3P·O3][R1R2C(SR3)2] Rate constants k0 and k1 for the thioacetals: (CH3H7S)2CH2, (C6H5S)2CH2, (C6H5CH2S)2CH, (n=C12H25–S)2CH2, (C3H7S)2C(H)CH3, (C3H7S)2C(H)C6H5, (C3H7S)2C(CH3)C6H5 and (C3H7S)2C(H)C10H9, increases with increasing the electron-donating power of subtituents Ri.
CH2Cl2 –15°C. : W=k0[(C6H5O)3P·O3]+k1[(C6H5O)3P·O3][R1R2C(SR3)2] k0 k1 (C3H7S)2CH2, (C6H5S)2CH2, (C6H5CH2S)2CH2, (n-C12H25S)2CH2, (C3H7S)2C(H)CH3, (C3H7S)2C(H)C6H5, (C3H7S)2C(CH3)C6H5, (C3H7S)2C(H)C10H9. . |
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