5,5,5',5'-tetramethyl-2,2'-ethylidene-bis-cyclohexane-1,3-dione | 3316-11-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 5,5,5',5'-tetramethyl-2,2'-ethylidene-bis-cyclohexane-1,3-dione
• 英文别名: 2,2'-ethylidenebis(5,5-dimethylcyclohexane-1,3-dione)；1,1-Bis(4,4-dimethyl-2,6-dioxohexyl)ethane；5,5,5',5'-Tetramethyl-2,2'-aethyliden-bis-cyclohexan-1,3-dion；1.1-Bis-(2.6-dioxo-4.4-dimethyl-cyclohexyl)-aethan；Aethyliden-bis-dimethyl-dihydroresorcin；1,1-Bis(4,4-dimethyl-2,6-dioxocyclohexyl)ethane；2-[1-(4,4-dimethyl-2,6-dioxocyclohexyl)ethyl]-5,5-dimethylcyclohexane-1,3-dione
• CAS: 3316-11-8
• 化学式: C₁₈H₂₆O₄
• 分子量: 306.402
• InChiKey: FCDITYROBVWZOO-UHFFFAOYSA-N

物化性质

• 沸点：
  459.4±40.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,5,5',5'-tetramethyl-2,2'-ethylidene-bis-cyclohexane-1,3-dione 在 乙酸铵 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以92%的产率得到3,3,6,6,9-pentamethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione
  参考文献：
  名称：

  Synthesis, Characterization, and Electrochemistry of Some Acridine-1,8-dione Dyes

  摘要：

  The synthesis, characterization, and electrochemical behavior of some acridinedione derivatives are reported. Cyclic voltammetric studies show that all the dyes undergo irreversible oxidation irrespective of the substitution on the nitrogen. The product formed on oxidation is the aromatic derivative in the case of N-H compounds and the acridinium salt in the case of the N-substituted compounds, which have been isolated and characterized. Formation of an intermediate carbon-centered radical is observed as evidenced by ESR spin-trapping experiments. A mechanistic scheme for the electrochemical oxidation is proposed. On carrying out reduction after oxidation, different products are formed depending on the substitution on the nitrogen. There is no reduction of the oxidized product in the case of N-H compounds, and compounds with substitution on nitrogen undergo reduction consistent with the observation in N-alkylpyridinium salts.

  DOI：

  10.1021/jo9600316
• 作为产物：
  描述：

  2-methylphenanthro[9,10-d][1,3]dioxole 、 5,5-二甲基-1,3-环己二酮 生成 5,5,5',5'-tetramethyl-2,2'-ethylidene-bis-cyclohexane-1,3-dione
  参考文献：
  名称：

  Eistert,B. et al., Chemische Berichte, 1968, vol. 101, p. 84 - 93

  摘要：

  DOI：

文献信息

• Merging supramolecular catalysis and aminocatalysis: amino-appended β-cyclodextrins (ACDs) as efficient and recyclable supramolecular catalysts for the synthesis of tetraketones
  作者：Yufeng Ren、Bo Yang、Xiali Liao

  DOI：10.1039/c6ra01002d

  日期：——

  β-CD were synthesized and employed in the catalytic synthesis of a series of tetraketones as supramolecular catalysts in water for the first time. Yields of 58–97% were obtained with up to 30 examples of substrate. The catalyst could be recycled easily, while a 92% yield and 84% rate of catalyst recovery could be achieved after 8 cycles of catalyst recycling. Moreover, a catalytic mechanism merging

  合成了设计良好的，在β-CD的主面上具有不同长度的氨基侧链的氨基附加β-环糊精（ACD），并将其首次用于一系列四酮的催化合成，作为水中的超分子催化剂。使用多达30个底物实例可获得58-97％的产率。该催化剂可以容易地再循环，而在8次催化剂再循环之后，可以达到92％的收率和84％的催化剂回收率。此外，通过详细的1D和2D NMR，ESI-MS和Job图分析，可以提出将超分子催化和氨基催化相结合的催化机理。该协议保留了环境温度，绿色介质，操作简单，基材范围广，产率高，
• Electrophilic substitution in pyrroles. Part 5. Reaction of dipyrrylmethanes with arenediazonium ions
  作者：Anthony R. Butler、Peter T. Shepherd

  DOI：10.1039/p29800000113

  日期：——

  Dipyrrylmethanes react with arenediazonium ions in acid solution to form azopyrroles and formaldehyde. At low pH cleavage of the methylene bridge is brought about by attack of hydrogen ions, but at higher pH arenediazonium ions assume this role. In the reaction of benzylpyrrole, benzyl alcohol was detected as a product, suggesting formation of a benzyl carbonium ion. The relevance of these studies to the

  二吡咯甲烷在酸性溶液中与苯并重氮离子反应形成偶氮吡咯和甲醛。在低pH值下，亚甲基桥的裂解是由氢离子的侵蚀引起的，但在较高pH值下，ned重氮离子承担了这一作用。在苄基吡咯的反应中，检测到苯甲醇为产物，表明形成了苄基碳鎓离子。考虑这些研究与胆红素的范登伯格试验的相关性。
• Vorlaender, Fresenius Zeitschrift fur Analytische Chemie, 1929, vol. 77, p. 266
  作者：Vorlaender

  DOI：——

  日期：——
• Lapkin,I.I.; Kashinskii,V.N., Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 309 - 311
  作者：Lapkin,I.I.、Kashinskii,V.N.

  DOI：——

  日期：——
• METHONE DERIVATIVES OF ALDEHYDES
  作者：E. C. HORNING、M. G. HORNING

  DOI：10.1021/jo01171a014

  日期：1946.1

表征谱图