Electrochemical oxidation of 3,5-di-tert-butylcatechol: Synthesis and characterization of the formed ortho-benzoquinhydrone derivative |
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Authors: | D Nematollahi H Shayani-Jam |
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Affiliation: | aDepartment of Chemistry, Faculty of Science, University of Bu-Ali-Sina, Hamadan 65174, Iran |
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Abstract: | Electrochemical oxidation of 3,5-di-tert-butylcatechol (1) has been studied in ethanol/water mixtures by means of cyclic voltammetry and controlled-potential coulometry. The results revealed that 3,5-di-tert-butyl-1,2-benenzoquinone (2) derived from oxidation of 3,5-di-tert-butylcatechol participate in noncovalently linked interactions with 1 converted to an ortho-benzoquinhydrone (3). The structure of 3 was characterized by MS, IR, 1H NMR and 13C NMR. The 1H NMR studies reveal that the benzoquinhydrone complex 3 is stabilized by one H-bonding interaction. In this work we derived a novel ortho-bezoquinhydrone type complex (3) based on electrochemical oxidation of 3,5-di-tert-butylcatechol at carbon electrode in an undivided cell. |
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Keywords: | Cyclic voltammetry Electrochemical synthesis 3 5-Di-tert-butylcatechol ortho-Benzoquinhydrone |
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