6-Methyl-6-(dimethoxymethyl)fulvene | 73566-22-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-Methyl-6-(dimethoxymethyl)fulvene
• 英文别名: 5-(1,1-Dimethoxypropan-2-ylidene)cyclopenta-1,3-diene
• CAS: 73566-22-0
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: NZLXVBRMGYUDQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Methyl-6-(dimethoxymethyl)fulvene 生成 7-(1,1-dimethoxypropan-2-ylidene)bicyclo[2.2.1]hept-5-ene-2,2,3,3-tetracarbonitrile
  参考文献：
  名称：

  KNIGHT D. B.; BURNETTE J. C.; HALL R. W.; LAMBETH G. H., J. CHEM. AND ENG. DATA, 1980, 25, NO 5, 184-186

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1-二甲氧基丙酮 、 环戊二烯 在 正丁基锂 作用下， 生成 6-Methyl-6-(dimethoxymethyl)fulvene
  参考文献：
  名称：

  新的富烯衍生物的合成

  摘要：

  DOI：

  10.1021/je60085a031

文献信息

• Ether-Substituted Group 4 Metallocene Complexes: Cytostatic Effects and Applications in Ethylene Polymerization
  作者：Jesús Ceballos-Torres、Sanjiv Prashar、Mariano Fajardo、Andrea Chicca、Jürg Gertsch、Ana B. Pinar、Santiago Gómez-Ruiz

  DOI：10.1021/om5012209

  日期：2015.6.8

  The synthesis of the ether-substituted group 4 metallocene complexes [Ti(eta(5)-C5H5)(eta(5)-C5H4CMeRCH-(OMe)(2)})Cl-2] (R = Me (4), Ph (5)) and [M(eta(5)-C5H4CMeRCH(OMe)(2)})(2)Cl-2] (M = Ti, R = Me (6), Ph (7); M = Zr, R = Me (8), Ph (9)) is reported. In addition, the titanocene derivatives 4-7 have been supported on the mesoporous silica-based material KIT-6, giving the functionalized materials K4-K7, respectively. All compounds and materials have been characterized by different analytical techniques such as solution NMR spectroscopy, mass spectrometry, elemental analysis, solid-state multinuclear NMR spectroscopy, IR spectroscopy, N-2 adsorption-desorption isotherms, X-ray fluorescence and diffraction, SEM, and TEM. Additionally, the molecular structures of the zirconocene derivative the hydrolysis product [Ti(eta(5)-C5H5)(eta(5)-C5H4CMe2COO})Cl] (4a) of titanocene complex 4 have been determined by X-ray diffraction studies. The structure of 4a reveals a five-membered metallacyclic arrangement. The ether-substituted titanocene compounds 4-6 and the functionalized material K5 have been tested for their antiproliferative and cytotoxic effects in vitro in three human cancer cell lines (A549 lung adenocarcinoma, MCF-7 breast adenocarcinoma, and HCT-116 colorectal adenocarcinoma), as well as in formal human fibroblasts. Compounds 4-6 and K5 showed moderate but specific cytostatic effects. Moreover, additional studies related to the hydrolytic stability (for 4-7) and DNA interaction (for 6) have been carried out. Finally, taking into account the feasible applicability of rnetallocene complexes, a preliminary ethylene polymerization study has been performed using the two synthesized zirconocene compounds (8 and 9).