Dispiro<2.0.3.3>decan-5-on | 81479-05-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Dispiro<2.0.3.3>decan-5-on
• 英文别名: dispiro[2.0.3.3]decan-5-one；Dispiro[2.0.34.33]decan-5-one
• CAS: 81479-05-2
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: FLDOJTQPNBMFGB-UHFFFAOYSA-N

物化性质

• 沸点：
  232.9±8.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  螺[3.3]庚烷-1-酮 在 tetrafluoroboric acid 、 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 23.5h， 生成 Dispiro<2.0.3.3>decan-5-on
  参考文献：
  名称：

  A new approach to helical primary structures of four-membered rings: (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane

  摘要：

  A new approach to helical primary structures of four-membered rings uses a cycloaddition of a trimethylenketeniminium salt to suitable tailored methylenecyclobutanes to assemble the desired carbon framework. The results are short and effective syntheses of (M)-trispiro[3.0.0.3.2.2]tridecane [(M-5], and (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane [(P)- and (M)-24]. Unlike helices of three-membered rings, the specific rotation decreases, as the length of the helix increases. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.11.081

文献信息

• Fitjer, Lutz; Wehle, Detlef, Chemische Berichte, 1982, vol. 115, # 3, p. 1061 - 1069
  作者：Fitjer, Lutz、Wehle, Detlef

  DOI：——

  日期：——
• FITJER, L.;WEHLE, D., CHEM. BER., 1982, 115, N 3, 1061-1069
  作者：FITJER, L.、WEHLE, D.

  DOI：——

  日期：——
• A new approach to helical primary structures of four-membered rings: (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane
  作者：Lutz Fitjer、Andreas Kanschik、Ralf Gerke

  DOI：10.1016/j.tet.2003.11.081

  日期：2004.1

  A new approach to helical primary structures of four-membered rings uses a cycloaddition of a trimethylenketeniminium salt to suitable tailored methylenecyclobutanes to assemble the desired carbon framework. The results are short and effective syntheses of (M)-trispiro[3.0.0.3.2.2]tridecane [(M-5], and (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane [(P)- and (M)-24]. Unlike helices of three-membered rings, the specific rotation decreases, as the length of the helix increases. (C) 2003 Elsevier Ltd. All rights reserved.