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- W2071498159 abstract "Acid-catalyzed decomposition of phenylazotriphenylmethane was studied in mixtures of benzene and large excess concentration of trifluoroacetic acid. The decomposition was of first order and the rate was much faster than that in pure aromatic solvents. The values of activation energy (Ea=22.3 kcal/mol) and activation entropy (ΔSeweq=−5.2 e.u) fit the isokinetic relationship established for the ionic decomposition of benzenediazonium tetrafluoroborate in aprotic polar solvents and of phenylazo p-tolyl sulfone in mixtures of benzene and trifluoroacetic acid. The reaction products were benzene, biphenyl, benzophenone, triphenylmethane, triphenylmethyl alcohol and nitrogen. Orientations and partial rate factors for the phenylation of monosubstituted benzenes indicated that not phenyl radical but phenyl cation was produced as an intermediate. Further, the UV spectrum of PAT in benzene and trifluoroacetic acid shows λmax at 403 mμ (logε 4.48) and λmax at 427 mμ (logε 4.48). However, the UV spectrum of PAT in benzene and in the absence of trifluoroacetic acid has no absorption in this range. The formation of triphenylmethyl alcohol and the UV spectra of PAT in acid solution indicate that triphenylmethyl cation was formed as an intermediate. A plausible mechanism was discussed." @default.
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- W2071498159 date "1972-04-01" @default.
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- W2071498159 title "Ionic Decomposition of Phenylazotriphenylmethane in Trifluoroacetic Acid" @default.
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- W2071498159 doi "https://doi.org/10.1246/bcsj.45.1231" @default.
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