2,4-dimethyl-3'-(2,4,6-trimethylphenyl)spiro[bicyclo[4.2.0]octa-1,3,5-triene-8,1'-indene] | 83760-09-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2,4-dimethyl-3'-(2,4,6-trimethylphenyl)spiro[bicyclo[4.2.0]octa-1,3,5-triene-8,1'-indene]
• CAS: 83760-09-2
• 化学式: C₂₇H₂₆
• 分子量: 350.503
• InChiKey: WXWKUSONMWCXIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.52
• 重原子数：
  27.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  2,4-dimethyl-3'-(2,4,6-trimethylphenyl)spiro[bicyclo[4.2.0]octa-1,3,5-triene-8,1'-indene] 以 苯 为溶剂， 生成 1-[2,4-Dimethyl-6-methylene-cyclohexa-2,4-dien-(E)-ylidene]-3-(2,4,6-trimethyl-phenyl)-1H-indene
  参考文献：
  名称：

  2-Diazo-1,3-dimesityl-2H-indene and 1,3-dimesitylisoindenylidene

  摘要：

  Reduction of 1,3-dihydroxy-1,3-dimesitylindan-2-one oxime 5 with Hl-HOAc gives the primary enamine, 2-amino-1,3-dimesitylindene 7. This resists hydrolysis to 1,3-dimesitylindan-2-one 6 even with boiling concentrated HCl-dioxane (1:1); steric protection of C-3 by the mesityl group and an overwhelming preference for the enamine tautomer may account for the unusual stability of 7. With NaNO2-HOAc 7 gives 2-diazo-1,3-dimesityl-2H-indene 2, the only known 2-diazoindene. The C-13 and N-15 NMR shifts of C-2 and the terminal nitrogen in 2 suggest somewhat greater diazonium indenylide character than for 1-diazoindene. Though isolable, 2 decomposes slowly at 20-degrees-C or upon exposure to visible light to give the hydrocarbons 14, 15 and 16, which probably arise via 1,3-dimesitylisoindenylidene 3 and the o-quinodimethanes 18 and 19. The decomposition of 2 in the presence of oxygen, 4-phenyltriazoline-3,5-dione, and N-phenylmaleimide are described.

  DOI：

  10.1039/p19910000249
• 作为产物：
  描述：

  2-diazo-1,3-dimesitylindene 、 乙腈 生成 2,4-dimethyl-3'-(2,4,6-trimethylphenyl)spiro[bicyclo[4.2.0]octa-1,3,5-triene-8,1'-indene]
  参考文献：
  名称：

  JONES, D. W.;POMFRET, A., J. CHEM. SOC. CHEM. COMMUN., 1982, N 16, 919-921

  摘要：

  DOI：

文献信息

• Preparation, thermolysis, and photolysis of 2-diazo-1,3-dimesityl-2H-indene: a sterically stabilised 2-diazoindene
  作者：David W. Jones、Alan Pomfret

  DOI：10.1039/c39820000919

  日期：——

  2-Diazo-1,3-dimesityl-2H-indene (2) is prepared by reaction of 2-amino-1,3-dimesityl-2H-indene with sodium nitrite–acetic acid; though isolable (2) decomposes either thermally (20 ° C) or on exposure to visible light to give the hydrocarbons (6), (7), and (8) derived via the carbene (9) and the o-quinodimethane (10).

  2-重氮基1,3-二基2 ħ茚（2）由2-氨基1,3-二基2的反应制备ħ用亚硝酸钠-乙酸-茚; 尽管可分离的（2）在热（20°C）或暴露于可见光下会分解，从而生成通过卡宾（9）和邻喹啉二甲烷（10）衍生出的碳氢化合物（6），（7）和（8）。 。