Anodic Oxidation Studies of N,N-Dimethylaniline. II. Stationary and Rotated Disk Studies at Inert Electrodes

Anodic Oxidation Studies of N,N-Dimethylaniline. II. Stationary and Rotated Disk Studies at Inert Electrodes
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DOI:
10.1021/ja00870a010
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发表时间:
1962-06
影响因子:
15
通讯作者:
Z. Galus;R. Adams
Z. Galus;R. Adams
中科院分区:
化学1区
文献类型:
--
作者:
Z. Galus;R. Adams

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(17)LH Píette,P. Ludwig and RN亚当斯,同上,83,3909(1961)中。二甲基苯胺基自由基离子的存在。在高pH值下,指示是一种或多种自由基离子物种的发展,其随电解时间而变化。这些光谱的超精细相互作用的解释与四甲基联苯胺阳离子的存在是一致的。epr结果的完整解释还有待进一步研究,但可以肯定的是,该结果与初始电荷转移不产生二甲基苯胺基的观点是一致的,或者如果产生了,则该物种的寿命太短,在本文所用的条件下,不能用标准电化学或epr光谱检测。总结。通过各种电化学和支持技术,在pH 2-3下,氧化,-二甲基苯胺已显示导致,,','-四甲基苯并三氮杂环丁烷及其氧化的醌式形式作为主要产物。Acknowledgments.--我们很感激多丽丝
(17) LH Píette, P. Ludwig and RN Adams, ibid., 83, 3909 (1961). to the presence of dimethylanilino free radical ions. At high pH indications are one or more radical ion species develop which change with time of electrolysis. The interpretation of the hyperfine interactions of these spectra are con-sistent with the presence of the tetramethyl-benzidine positive ion. Full interpretation of the epr results must await further study, but it is safe to conclude that the results are consistent with the idea that the initial charge transfer does not produce dimethylanilino radicals, or if it does, the lifetime of this species is too short to be de-tected by standard electrochemistry or epr spectroscopy under the conditions employed herein. Summary.—By a variety of electrochemical and supporting techniques, the oxidation of,-dimethylaniline at pH 2-3 has been shown to lead to,,','-tetramethylbenzÍdine and its oxi-dized quinoid form as principal products. Acknowledgments.—-We are indebted to Doris