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- W2028170878 abstract "α-Hydroperoxyalkyl diazenes (Me 2 C(OOH)N=NR, 1, R = CH 2 CF 3 , CH 2 CH 2 OMe, CH(Me) 2 , CMe 3 , CH 2 Ph, Ph, CH 2 CH 2 OPh, and c-C 3 H 5 CD 2 ) decompose in benzene, at 50 °C or less, by a mechanism involving free radical (R • ) intermediates. The radicals were trapped with 1-methyl-4-nitroso-3,5-diphenylpyrazole, 2, to afford spin adducts (nitroxyls) that were observed by ESR spectroscopy. When the solvent was ethyl vinyl ether, radicals from 1 (R = CH 2 CH 2 OPh) were trapped by the solvent and the adduct radicals so formed were spin trapped by 2. These observations support free radical mechanisms for thermolysis of 1 and for the hydroxyalkylations that occur when 1 are decomposed in solutions containing enol ethers or other unsaturated substrates. The ring-opening of cyclopropylmethyl radicals (cpm) to 3-butenyl radicals was used to estimate the rate constant for radical trapping by 2. For cpm the rate constant is given by log k cpm = (10.7 ± 0.4) − (3.9 ± 0.5)/θ where θ = 2.3 RT kcal mol −1 . At 25 °C, the spin trapping rate constant has the value 6.9 × 10 7 M −1 s −1 . Key words: hydroperoxyalkyl diazenes; radicals, spin trapping; spin trapping, rate constant." @default.
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- W2028170878 date "1991-09-01" @default.
- W2028170878 modified "2023-09-25" @default.
- W2028170878 title "Thermolysis of α-hydroperoxyalkyl diazenes. Spin trapping of radical intermediates and spin trapping kinetics" @default.
- W2028170878 doi "https://doi.org/10.1139/v91-206" @default.
- W2028170878 hasPublicationYear "1991" @default.
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