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Issue 2, 1981
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The kinetics of the reaction of phenyl 2,4,6-trinitrophenyl ether with aniline in methanol, acetonitrile, tetrahydrofuran, ethyl acetate, and benzene

Olayinka Banjoko  and  Paul Otiono 

Abstract

The kinetics of the reaction of phenyl 2,4,6-trinitrophenyl ether with aniline have been investigated as a function of the amine concentration in methanol, acetonitrile, tetrahydrofuran, ethyl acetate, and benzene. Base catalysis was observed in all the solvents. The second-order rate constant kA shows a linear correlation with the aniline concentration except in benzene where the linearity is with the square of the aniline concentration. The k3B/k2 ratios for the solvents provide information on the mechanism of the uncatalysed decomposition of the intermediate formed in nucleophilic aromatic substitution. A mechanism is proposed for the base-catalysed pathway in solvents of low dielectric constant and basicity.

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Article type: Paper
DOI: 10.1039/P29810000399
Citation: J. Chem. Soc., Perkin Trans. 2, 1981,0, 399-402
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    The kinetics of the reaction of phenyl 2,4,6-trinitrophenyl ether with aniline in methanol, acetonitrile, tetrahydrofuran, ethyl acetate, and benzene

    O. Banjoko and P. Otiono, J. Chem. Soc., Perkin Trans. 2, 1981, 0, 399
    DOI: 10.1039/P29810000399

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