Synthesis, crystal structure and determination of the pKa value of 2,6-dimethoxycyclohexa-2,5-diene-1,4-dione 1-[2-(quinolin-8-yl)hydrazone],Acta Crystallographica Section C

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Synthesis, crystal structure and determination of the pKa value of 2,6-dimethoxycyclohexa-2,5-diene-1,4-dione 1-[2-(quinolin-8-yl)hydrazone]
Acta Crystallographica Section C ( IF 0.7 ) Pub Date : 2022-06-07 , DOI: 10.1107/s2053229622005368
Chihiro Kachi-Terajima ₁ , Yuto Inaba ₁ , Kaito Tsuruga ₁

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The azo-coupling reaction between 8-aminoquinoline and 3,5-dimethoxyphenol produces 2,6-dimethoxycyclohexa-2,5-diene-1,4-dione 1-[2-(quinolin-8-yl)hydrazone], C₁₇H₁₅N₃O₃. Crystallization from methanol and strong alkaline solutions produced nonsolvated and solvated crystals, respectively. The crystal structure analysis and ¹H NMR spectroscopy studies revealed that the compound exists only as the hydrazone form. A UV–Vis spectroscopic titration study revealed that the hydrazone compound has a relatively high pK_a value of 10.0.

中文翻译：

2,6-dimethoxycyclohexa-2,5-diene-1,4-dione 1-[2-(quinolin-8-yl)hydrazone]的合成、晶体结构及pKa值测定

8-氨基喹啉与 3,5-二甲氧基苯酚发生偶氮偶联反应生成 2,6-二甲氧基环己基-2,5-二烯-1,4-二酮 1-[2-(喹啉-8-基)腙], C ₁₇ H ₁₅ N ₃ O ₃。从甲醇和强碱溶液中结晶分别产生非溶剂化和溶剂化晶体。晶体结构分析和¹ H NMR 光谱研究表明该化合物仅以腙形式存在。紫外-可见光谱滴定研究表明，腙化合物的 p K _a值相对较高，为 10.0。

更新日期：2022-06-07

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