Dicyclopentyl-methan | 2619-34-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: Dicyclopentyl-methan
• 英文别名: Bis-(cyclopentyl)-methan；Dicyclopentylmethane；cyclopentylmethylcyclopentane
• CAS: 2619-34-3
• 化学式: C₁₁H₂₀
• 分子量: 152.28
• InChiKey: LXDNTYWNYRNHSB-UHFFFAOYSA-N

物化性质

• 沸点：
  208-210 °C
• 密度：
  0.8710 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  三氯化铝 、 Dicyclopentyl-methan 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Turowa-Poljak et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 97,99; engl. Ausg. S. 100, 101

  摘要：

  DOI：
• 作为产物：
  描述：

  二环戊基甲酮 在 盐酸 、 amalgamated zinc 作用下， 生成 Dicyclopentyl-methan
  参考文献：
  名称：

  Nenitzescu; Cioranescu, Chemische Berichte, 1936, vol. 69, p. 1820,1822

  摘要：

  DOI：

文献信息

• Cross coupling reactions of multiple CCl bonds of polychlorinated solvents with Grignard reagent using a pincer nickel complex
  作者：Yashraj Gartia、Abhijit Biswas、Matthew Stadler、Udaya Bhasker Nasini、Anindya Ghosh

  DOI：10.1016/j.molcata.2012.07.007

  日期：2012.11

  The nickel(II) complex of a bulky pincer-type ligand, N,N′-bis(2,6-diisopropylphenyl)-2,6-pyridinedicarboxamido, was examined for sp3–sp3 coupling of Grignard reagents with polychlorinated solvents. The nickel(II) complex catalyzed CC coupling of polychlorinated alkyl halides, such as dichloromethane (CH2Cl2), chloroform (CHCl3), and carbon tetrachloride (CCl4), with various Grignard reagents. The

  检查了大钳形配体N，N'-双（2,6-二异丙基苯基）-2,6-吡啶二甲酰胺基的镍（II）配合物与多氯溶剂的格氏试剂的sp 3 –sp 3偶联。镍（II）络合物通过各种格氏试剂催化多氯代烷基卤化物（例如二氯甲烷（CH 2 Cl 2），氯仿（CHCl 3）和四氯化碳（CCl 4））的CC偶联。在环境反应条件下并在短时间内（20分钟）内进行了多个CCl键的有效活化。该催化剂显示出该反应类型迄今报道的最高活性，催化剂负载量低至0.4 mol％，周转频率（TOF）高达724 h-1。对于正在研究的所有多氯代溶剂，该催化剂均能够通过CC键形成取代所有氯原子。催化过程可能被证明是补救有毒多氯溶剂的有效方法，同时可产生合成和商业上重要的化学物质。
• Eine neue Fulvensynthese
  作者：H. Schaltegger、M. Neuenschwander、Doris Meuche

  DOI：10.1002/hlca.19650480433

  日期：——

  Fulvene (I) better than 98% pure has been prepared in 74% yield by reacting at 0° equimolar quantities of triethylamine and the mixture of the acetoxymethylcyclopentadienes IIa + IIb.

  通过在0°等摩尔量的三乙胺与乙酰氧基甲基环戊二烯IIa + IIb的混合物反应，可以以74％的收率制得纯度高于98％的丁二烯（I）。
• A Novel Iron Complex for Cross-Coupling Reactions of Multiple C–Cl Bonds in Polychlorinated Solvents with Grignard Reagents
  作者：Yashraj Gartia、Sharon Pulla、Punnamchandar Ramidi、Carolina Costa Farris、Zeid Nima、Darin E. Jones、Alexandru S. Biris、Anindya Ghosh

  DOI：10.1007/s10562-012-0913-2

  日期：2012.11

  A novel iron(III) complex (2) of a pincer ligand [1, N2,N6-bis(2,6-diisopropylphenyl)pyridine-2,6-dicarboxamide] was developed and used for remediation of polychlorinated solvents via sp(3)-sp(3) coupling of Grignard reagents with C-Cl bonds. The use of an iron catalyst for such coupling reactions is highly desirable due to its greener and more economical nature. Complex 2 was characterized using various spectroscopic techniques: electrospray ionization mass spectrometer (ESI-MS, m/z 575.1), cyclic voltammetry (E-1/2, 0.03 V and Delta E, 0.97 V), and ultraviolet visible (UV/Vis) spectroscopic techniques. The iron(III) complex showed efficient activation of multiple C-Cl bonds and catalyzing C-C coupling of polychlorinated alkyl halides, such as dichloromethane (CH2Cl2), chloroform (CHCl3), and carbon tetrachloride (CCl4), with various Grignard reagents under ambient reaction conditions. Complex 2 showed exceptional activity with reactions approaching near completion in about 5 min. With the required catalyst loading as low as 0.2 mol%, considerably high turnover numbers (TON = 483) and turnover frequency (TOF = 5,800 h(-1)) were obtained. None of the products detected during the reaction contained any chlorine, indicating an efficient dechlorination method while synthesizing products of synthetic and commercial interest. Interestingly, the catalyst was capable of replacing all chlorine atoms in each polychlorinated solvent under the investigations with high conversion.
• Sosnina et al., Vestnik Moskovskogo Universiteta, 1958, vol. 13, # 5, p. 145,147
  作者：Sosnina et al.

  DOI：——

  日期：——
• Plate; Stanko, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1958, p. 1472,1474; engl. Ausg. S. 1418, 1420
  作者：Plate、Stanko

  DOI：——

  日期：——