1-Methylenetetraspiro<2.0.0.2.0.2.0.1>undecane | 136823-32-0

• 分子结构分类: 有机化合物
• 英文名称: 1-Methylenetetraspiro<2.0.0.2.0.2.0.1>undecane
• 英文别名: 1-methylenetetraspiro<2.0.0.2.0.2.0.1>nonane；1-methylenetetraspiro[2.0.0.2.0.2.0.1]nonane；2-methylidenetetraspiro[2.0.0.25.0.28.04.13]undecane
• CAS: 136823-32-0
• 化学式: C₁₂H₁₄
• 分子量: 158.243
• InChiKey: OBMAGUIJERKUJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  重氮甲烷 、 1-Methylenetetraspiro<2.0.0.2.0.2.0.1>undecane 在 palladium diacetate 作用下， 以 乙醚 为溶剂， 以91%的产率得到Pentaspiro<2.0.0.0.2.0.2.0.1.1>tridecane
  参考文献：
  名称：

  Synthesis of branched triangulanes

  摘要：

  A method for the preparation of branched triangulanes (polyspirocyclopropanes) has been developed and used to synthesize tetraspiro[2.0.0.2.0.2.0.1]undecane and three isomeric pentaspirotridecanes.

  DOI：

  10.1021/jo00021a041
• 作为产物：
  描述：

  1-methylenetrispiro<2.0.2.0.2.0.>nonane 在 正丁基锂 、 potassium tert-butylate 作用下， 以 乙醚 、 二甲基亚砜 、 正戊烷 为溶剂， 反应 15.0h， 生成 1-Methylenetetraspiro<2.0.0.2.0.2.0.1>undecane
  参考文献：
  名称：

  Branched triangulanes: general strategy of synthesis

  摘要：

  A general synthetic strategy for the construction of branched triangulanes (BTs) (spirocondensed polycyclopropanes) has been elaborated. The synthetic utility of the method is illustrated by the synthesis of some members of the [5]- and [6]BT families, especially 13a,b and 14. An independent synthesis of the perspirocyclopropanated spiropentane 14 is also presented.

  DOI：

  10.1021/jo00028a054

文献信息

• Geometry of three-membered rings in triangulanes: an X-ray structural study and additivity scheme for carbon–carbon bond lengths in triangulanes
  作者：K. A. Lukin、S. I. Kozhushkov、N. S. Zefirov、D. S. Yufit、Y. T. Struchkov

  DOI：10.1107/s0108768192013612

  日期：1993.8.1

  An X-ray structural study of two gem-dihalosubstituted triangulanes, possessing linear fragments of spiroannulated cyclopropanes, allowed us to work out an empirical calculation scheme describing the geometry of triangulanes. The crystal data for 1,1-dichlorotetraspiro[2.0.0.2.0.2.0.1]undecane (C11H12Cl2, M(r) = 215.1) measured at 173 K are: P1BAR, Z = 2, a = 6.729 (2), b = 9.176 (2), c = 9.490 (3) angstrom, alpha = 94.49 (2), beta = 107.42 (2), gamma = 103.12 (2)degrees, V = 537.7 (6) angstrom3, D(x) = 1.33 g cm-3, Mo Kalpha radiation, lambda = 0.71069 angstrom, mu = 5.56 cm-1, F(000) = 224. The final agreement factor was R = 0.027 for 2501 unique reflections. The crystal data for 1, 1-dibromopentaspiro[2.0.0.0.2.0.2.0.1.1]tridecane (C13H14Br2, M(r) = 330.1) measured at 183K are: P1BAR, Z = 2, a = 7.433 (5), b = 9.508 (6), c = 10. 120 (9) angstrom, alpha = 111.69 (2), beta = 93.81 (6), gamma = 100.23 (5)degrees, V = 647.1 (8) angstrom3, D(x) = 1.69 g cm-3, Mo Kalpha radiation, lambda = 0.71069 angstrom, mu = 61.7 cm-1, F(000) = 324. The final agreement factor was R = 0.047 for 2987 unique reflections.