5'-(1,5-dimethyl-4-hexenylidene)-1',3'-cyclopentadiene | 64243-15-8

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 5'-(1,5-dimethyl-4-hexenylidene)-1',3'-cyclopentadiene
• 英文别名: (C5H4)=CMe(CH2CH2CH=CMe2)；1,3-Cyclopentadiene, 5-(1,5-dimethyl-4-hexenylidene)-；5-(6-methylhept-5-en-2-ylidene)cyclopenta-1,3-diene
• CAS: 64243-15-8
• 化学式: C₁₃H₁₈
• 分子量: 174.286
• InChiKey: VSUVAMYJGFXXJU-UHFFFAOYSA-N

物化性质

• 沸点：
  120-130 °C(Press: 12 Torr)
• 密度：
  0.902±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5'-(1,5-dimethyl-4-hexenylidene)-1',3'-cyclopentadiene 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 三氟化硼乙醚 、 pyridinium chlorochromate 作用下， 反应 99.5h， 生成 (3aα,6α,7aβ)-Hexahydro-3,7,7-trimethyl-3a,6-methano-3aH-inden-5(4H)-on
  参考文献：
  名称：

  Steinmeyer, Andreas; Schwede, Wolfgang; Bohlmann, Ferdinand, Liebigs Annalen der Chemie, 1988, p. 925 - 932

  摘要：

  DOI：
• 作为产物：
  描述：

  6-甲基-5-庚烯-2-酮 、 环戊二烯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 5'-(1,5-dimethyl-4-hexenylidene)-1',3'-cyclopentadiene
  参考文献：
  名称：

  一种高效的广Pat香醇类似物方法

  摘要：

  短的方法来三环[5.3.1.0 3,8 ]十一烷衍生物1，10，11和12和对三环[4.3.1.0 3,7 ]癸烷衍生物2，从工业上获得的中间体开始，进行说明。的化合物的1，10，11，和12，其具有广藿香醇的环系，12还表现出木香，广藿香状音符。的1个的H-NMR.光谱1，2和8 - 12进行了讨论。

  DOI：

  10.1002/hlca.19770600407

文献信息

• Anti-cancer Applications of Titanocene-Functionalised Nanostructured Systems: An Insight into Cell Death Mechanisms
  作者：Jesús Ceballos-Torres、Piroska Virag、Mihai Cenariu、Sanjiv Prashar、Mariano Fajardo、Eva Fischer-Fodor、Santiago Gómez-Ruiz

  DOI：10.1002/chem.201400300

  日期：2014.8.18

  the materials were tested in vitro against a wide variety of human cancer and normal cell lines. A very high cytotoxicity of the synthesised titanocene derivatives (IC50 values in the range of those described in the literature for the most active cytotoxic titanocene compounds), with selectivity towards cancer cell lines was observed. The cytotoxic activity of the materials is the highest reported to

  介孔二氧化硅基材料KIT-6上已支持了一系列烯基取代的钛茂化合物。通过不同的技术（固态多核NMR光谱，IR光谱，N 2吸附-解吸等温线，X射线荧光和衍射，SEM和TEM）对相应的功能化材料进行了完全表征，以观察钛茂衍生物在外部的掺入情况。材料KIT-6的表面。钛茂化合物及其材料均在体外针对多种人类癌症和正常细胞系进行了测试。合成的钛茂衍生物具有很高的细胞毒性（IC 50在最有效的细胞毒性二茂钛化合物的文献中描述的那些值范围内，观察到对癌细胞系的选择性。该材料的细胞毒性活性是迄今为止钛茂功能化材料的最高报道。此外，相对于用“游离”钛茂衍生物处理的细胞（其Ti吸收值为0.4％到4.6％），观察到用材料处理的细胞具有更高的Ti吸收（从Ti初始量的4％到23％）。 Ti的初始量）。用钛茂衍生物和功能化材料进行的另外的实验表明，当将活性钛茂物质掺入介孔材料中时，发生了凋亡的形态学和功能动力学变化。此外，
• A novel alkenyl-substituted ansa-zirconocene complex with dual application as olefin polymerization catalyst and anticancer drug
  作者：Santiago Gómez-Ruiz、Goran N. Kaluđerović、Dorian Polo-Cerón、Valentina Tayurskaya、Sanjiv Prashar、Mariano Fajardo、Reinhard Paschke

  DOI：10.1016/j.jorganchem.2009.05.013

  日期：2009.8

  The alkenyl substituted fulvene compound, (C(5)H(4))=CMe(CH(2)CH(2)CH=CMe(2)) (1), reacts with one equivalent of LiMe to give the lithium derivative LiC(5)H(4)(CMe(2)CH(2)CH(2)CH=CMe(2))} (2). The reaction of 2 with Me(2)Si(C(5)Me(4)H)Cl gave the ansa-ligand precursor Me(2)Si(C(5)Me(4)H)(C(5)H(4)(CMe(2)CH(2)CH(2)CH=CMe(2))) (3), which after the subsequent reaction with 2 equivalents of LiBun yielded the dilithium salt Li(2)Me(2)Si(C(5)Me(4))(C(5)H(3)(CMe(2)CH(2)CH(2)CH=CMe(2)))} (4). The alkenyl-substituted zirconocene complex [ZrMe(2)Si(g(5)-C(5)Me(4))(g5-C(5)H(3)(CMe(2)CH(2)CH(2)CH@ CMe2))}Cl(2)] (5) was synthesized by the equimolar reaction of 4 and ZrCl4. 5 was characterized by spectroscopic methods and by single crystal X-ray diffraction studies. The zirconocene compound 5 has been tested as a catalyst in the polymerization of ethylene at different temperatures and Al: Zr ratios, and also in the co-polymerization of ethylene and 1-octene, observing modest co-monomer incorporations. In addition, the cytotoxic activity of 5 was tested against tumour cell lines 8505C anaplastic thyroid cancer, A253 head and neck tumour, A549 lung carcinoma, A2780 ovarian cancer and DLD-1 colon carcinoma. Complex 5 showed the best cytotoxic activity on A2780 ovarian cancer (IC(50) value of 36.8 +/- 5.9 mu M). This represents the highest reported cytotoxic activity of a zirconocene complex on A2780 ovarian cancer. In addition, the cytotoxic activities of 5, have been compared with those obtained using cisplatin. (C) 2009 Elsevier B. V. All rights reserved.
• Regioselective preparation of vinylcyclopentadienes and selected cycloadditions
  作者：H. M. R. Hoffmann、Oskar Koch

  DOI：10.1021/jo00365a015

  日期：1986.7
• Synthese von 7-Alkyliden-tricyclo[6.3.0.02,6]undeca-4,9-dien-3,11-dionen
  作者：Axel G. Griesbeck

  DOI：10.1002/prac.19923340703

  日期：——

  The cycloaddition reaction of 6-alkyl- as well as 6,6-dialkyl substituted pentafulvenes 1a - f with 1,4-benzoquinone proceeded efficiently and highly endo-stereoselectively when water was used as the solvent. The adducts 2a - f easily underwent intramolecular photocycloaddition when irradiated in acetone or cyclohexane. The resulting trishomocubanediones 3a - f could be transformed into linearly fused tricyclopentanoids 4a - f via flash vacuum thermolysis.
• HOFFMANN H. M. R.; KOCH O., J. ORG. CHEM., 51,(1986) N 15, 2939-2944
  作者：HOFFMANN H. M. R.、 KOCH O.

  DOI：——

  日期：——