Chemistry of polynuclear compounds. II. The behaviour in concentrated sulphuric acid solution and absorption spectra of some polynuclear quinones

Chemistry of polynuclear compounds. II. The behaviour in concentrated sulphuric acid solution and absorption spectra of some polynuclear quinones
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多核化合物化学。

DOI:
10.1071/ch9580168
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发表时间:
1958
影响因子:
1.1
通讯作者:
J. Shannon
J. Shannon
中科院分区:
化学4区
文献类型:
--
作者:
R. Durie;J. Shannon

文献摘要

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在研究煤的结焦机理时,采用多核醌作为模型。二苯并蒽酮(I)的电子吸收光谱; 16,17-二甲氧基二苯并蒽酮(II); 16,17-二乙氧基二苯并蒽酮(III); 16-甲氧基-17-乙氧基二苯并蒽酮(IV); 16-甲氧基-17-羟基二苯并蒽酮(V);测定并讨论了氯苯和二恶烷溶液中的16-乙氧基-17-羟基二苯并蒽酮(VI)。针对 II-VI 提出了纳米平面配置,并且我考虑了同样的可能性。测量并讨论了 I、II、V 和 VI 在浓硫酸中的电子吸收光谱。 IV、V、VI为新型还原染料; V是由浓硫酸与II和IV作用生成的,VI是通过与III同样的反应生成的。 IV是通过VI的甲基化制备的。蒽醌和一些衍生物的电子吸收光谱是在浓硫酸中测量的,并结合上述一些光谱进行讨论。 IV、V 和 VI 的红外光谱证实这些化合物为 16,17-二取代二苯并蒽酮,并确定了烷氧基取代基的性质;讨论了醌型羰基频率。
In an investigation into the coking mechanism of coal, polynuclear quinones were adopted as models. The electronic absorption spectra of dibenzanthrone (I) ; 16,17-dimethoxydibenzanthrone (II) ; 16,17-diethoxydibenzanthrone (III) ; 16-methoxy-17-ethoxydibenzanthrone (IV) ; 16-methoxy-17-hydroxydibenzanthrone (V) ; and 16-ethoxy-17-hydroxydibenzanthrone (VI) in chlorobenzene and dioxane solution were measured and are discussed. Nan-planar configurations are proposed for II-VI and the possibility of the same for I considered. The electronic absorption spectra in concentrated sulphuric acid of I, II, V, and VI were measured and are discussed. IV, V, and VI are new vat dyes ; V is produced by the action of concentrated sulphuric acid on II and IV, and VI is produced by the same reaction with III. IV is prepared by the methylation of VI. The electronic absorption spectra of anthraquinone and some derivatives were measured in concentrated sulphuric acid and are discussed in conjunction with some of the above spectra. The infra-red spectra of IV, V, and VI confirm the identification of these compounds as 16,17-disubstituted dibenzanthrones and establish the nature of the alkoxyl substituents ; the quinonoid-carbonyl frequencies are discussed.