1,3,4,6-tetraphenyl-hexane-2,5-dione | 988-27-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 1,3,4,6-tetraphenyl-hexane-2,5-dione
• 英文别名: 1,3,4,6-Tetraphenyl-hexan-2,5-dion；1,3,4,6-tetraphenylhexane-2,5-dione
• CAS: 988-27-2
• 化学式: C₃₀H₂₆O₂
• 分子量: 418.535
• InChiKey: CBIQNZDSISKCIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯亚甲基苯乙酮 在 lead 、 sodium 作用下， 生成 1,3,4,6-tetraphenyl-hexane-2,5-dione
  参考文献：
  名称：

  Sugden,J.K., Synthetic Communications, 1976, vol. 6, p. 93 - 101

  摘要：

  DOI：

文献信息

• Hydrothermal Photochemistry as a Mechanistic Tool in Organic Geochemistry: The Chemistry of Dibenzyl Ketone
  作者：Ziming Yang、Edward D. Lorance、Christiana Bockisch、Lynda B. Williams、Hilairy E. Hartnett、Everett L. Shock、Ian R. Gould

  DOI：10.1021/jo500899x

  日期：2014.9.5

  complex product mixtures that form via multiple reaction pathways. The hydrothermal decomposition reactions of the model ketone dibenzyl ketone form a mixture of reduction, dehydration, fragmentation, and coupling products that suggest simultaneous and competitive radical and ionic reaction pathways. Here we show how Norrish Type I photocleavage of dibenzyl ketone can be used to independently generate the

  在地球化学相关条件下的热液有机转化可导致通过多种反应途径形成复杂的产物混合物。模型酮二苄基酮的水热分解反应形成还原，脱水，断裂和偶合产物的混合物，表明同时存在竞争性的自由基和离子反应途径。在这里，我们显示了二苄基酮的Norrish I型光解可如何独立地产生先前提出的苄基自由基，作为纯水热反应的主要中间体。在水热条件下，苄基从二苄基酮和对苯二酚中夺取氢原子-在环境条件下未观察到的偶联反应。光化学方法可以识别主要的自由基偶联产物，并且由于这些产物快速生成，因此该方法还可以测定随后的脱水动力学和Paal–Knorr环化反应。这样，可以分别研究自由基和离子的热反应和水热反应途径。
• Reactions of the Lithium Salts of the Tribenzylidenemethane Dianion, Diphenylacetone Dianion, and Related Compounds
  作者：Ortrun Witt、Harald Mauser、Thomas Friedl、Dieter Wilhelm、Timothy Clark

  DOI：10.1021/jo971113c

  日期：1998.2.1

  Potentially synthetically useful reactions of the dilithium salts of the title dianions have been investigated, Electrophilic quenching with a variety of reagents usually leads to the expected products in good yield. Quenching the diphenylacetone dianion with 1 equiv of trimethylchlorosilane, however, gives a good yield of 1,3-diphenylallene obtained by formal elimination of a trimethylsiloxy anion from an intermediate monoquenched monoanion salt. NMR studies, however, do not reveal the intermediacy of the 1,3-diphenyl-2-(trimethylsiloxy)allyl anion but rather suggest that the initial reaction site is at carbon, rather than oxygen, Oxidation of the dianions leads either to ring closure or dimerization for the tribenzylidenemethane dianion and to dimerization for the diphenylacetone dianion. The dimerization reactions are stereospecific, both with respect to the two new stereocenters produced and for the double bonds of the bis-silyl enol ether products if the dimeric bis-enolate dianion products are quenched with trimethylchlorosilane.
• New class of mixed cuprate(I) reagents, lithium hetero(alkyl) cuprate(I), which allow selective alkyl group transfer
  作者：Gary H. Posner、Charles E. Whitten、Jeffrey J. Sterling

  DOI：10.1021/ja00804a041

  日期：1973.11
• Synthesis of 1,4-diketones by reductive coupling of .alpha.,.alpha.'-dibromo ketones
  作者：C. Chassin、E. A. Schmidt、H. M. R. Hoffmann

  DOI：10.1021/ja00809a059

  日期：1974.1
• Experiments on halogenated ketones. The conversion of 1-bromo-1 : 3-diphenylpropan-2-one into 1-phenylindan-2-one
  作者：A. C. B. Smith、Walter Wilson

  DOI：10.1039/jr9550001342

  日期：——