Identity of a Purple Dye Formed by Peroxidic Oxidation of p-Aminophenol at Low pH

Leonid Lerner

doi:10.1021/jp2045806

Identity of a Purple Dye Formed by Peroxidic Oxidation of p-Aminophenol at Low pH

Leonid Lerner

Research output: Contribution to journal › Article › peer-review

15 Citations (Scopus)

Abstract

The structure of a colored intermediate commonly formed in the oxidation of p-aminophenol at low pH is established by analysis of H NMR and UV/vis spectra, kinetics, and molecular modeling, following a new method for synthesizing the dye in high concentrations. The chromogen is shown to consist of two compounds with absorption maxima at 540-560 and 375-385 nm. The 2,6-dimethyl and 3,5-dimethyl analogues of p-aminophenol are found to undergo N- rather than C-substitution under similar conditions.

Original language	English
Pages (from-to)	9901-9910
Number of pages	10
Journal	Journal of Physical Chemistry A
Volume	115
Issue number	35
DOIs	https://doi.org/10.1021/jp2045806
Publication status	Published - 8 Sep 2011

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title = "Identity of a Purple Dye Formed by Peroxidic Oxidation of p-Aminophenol at Low pH",

abstract = "The structure of a colored intermediate commonly formed in the oxidation of p-aminophenol at low pH is established by analysis of H NMR and UV/vis spectra, kinetics, and molecular modeling, following a new method for synthesizing the dye in high concentrations. The chromogen is shown to consist of two compounds with absorption maxima at 540-560 and 375-385 nm. The 2,6-dimethyl and 3,5-dimethyl analogues of p-aminophenol are found to undergo N- rather than C-substitution under similar conditions.",

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AB - The structure of a colored intermediate commonly formed in the oxidation of p-aminophenol at low pH is established by analysis of H NMR and UV/vis spectra, kinetics, and molecular modeling, following a new method for synthesizing the dye in high concentrations. The chromogen is shown to consist of two compounds with absorption maxima at 540-560 and 375-385 nm. The 2,6-dimethyl and 3,5-dimethyl analogues of p-aminophenol are found to undergo N- rather than C-substitution under similar conditions.

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