10,15-Dimethylentrispiro<3.1.3.1.3.1>pentadecan-5-on | 93297-43-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 10,15-Dimethylentrispiro<3.1.3.1.3.1>pentadecan-5-on
• 英文别名: 5,15-dimethylidenetrispiro[3.1.36.1.311.14]pentadecan-10-one
• CAS: 93297-43-9
• 化学式: C₁₇H₂₂O
• 分子量: 242.361
• InChiKey: AYAVUCWLSMYPME-UHFFFAOYSA-N

物化性质

• 沸点：
  379.0±31.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  10,15-Dimethylentrispiro<3.1.3.1.3.1>pentadecan-5-on 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以92%的产率得到5,10-dimethylene-trispiro[3.1.3.1.3.1]pentadecan-15-ol
  参考文献：
  名称：

  Sterically crowded cyclohexanes—10 Synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.3.0]heptadecane

  摘要：

  The synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.-3.0]hepradecane (11) are described. 11 adopts a chair conformation in solution. Its barrier of inversion proved inaccessible by DNMR but could be determined from equilibration studies with stereoselectively labeled [1-C-13](e)-11. The results were as follows: Delta H-not equal = 104.7 kJ/mol Delta S-not equal = -13.1 J/mol.K and Delta G(298)(not equal) = 108.6 kJ/mol. The stereoisomers of [1-C-13](e,a)-11 thus represent a further case of conformational isomerism within the cyclohexane family. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00440-7
• 作为产物：
  描述：

  trimethyleneketene trimer 、 甲基三苯基溴化膦 在 potassium tert-butylate 作用下， 以 苯 为溶剂， 以75%的产率得到10,15-Dimethylentrispiro<3.1.3.1.3.1>pentadecan-5-on
  参考文献：
  名称：

  Fitjer, Lutz; Kuehn, Walter; Klages, Ulrich, Chemische Berichte, 1984, vol. 117, # 10, p. 3075 - 3092

  摘要：

  DOI：

文献信息

• Sterically crowded cyclohexanes-2 synthesis, structure and dynamics of hexaspiro[2.0.3.0.2.0.3.0.2.0.3.0]heneicosane
  作者：LutzFitjer、Ulrich Klages、Walter Kuhn、David S. Stephenson、Gerhard Binsch、Mathias Noltemeyer、Ernst Egert、George M. Sheldrick

  DOI：10.1016/s0040-4020(01)98808-8

  日期：——

  The synthesis, structure and dynamics of hexaspiro[2.0.3.0.2.0.3.0.- 2.0.3.0]heneicosane are described. adopts a chair conformation in the crystal state but prefers a chair-to-twistboat equilibrium in solution. The activation parameters of the chair-to-chair interconversion of and the closely related hexaspiro[2.0.2.0.2.0.2.0.2.0.2.0]- octadecane ([6]rotane) have been determined by DNMR. Some consequences

  描述了六螺[2.0.3.0.2.0.3.0.- 2.0.3.0]十八烷的合成，结构和动力学。采用晶体状态的椅子构型，但更喜欢溶液中椅子到扭转船的平衡。已经通过DNMR确定了六螺[2.0.2.0.2.0.2.0.2.0.2.0]-十八烷（[6] rotane）的椅子到椅子的相互转化的激活参数。讨论了与其他完全（环）烷基化环己烷的构象和动力学有关的一些后果。
• FITIER, L.;KUHN, W.;KLAGES, U.;EGERT, E.;CLEGG, W.;SCHORMANN, N.;SHELDRIC+, CHEM. BER., 1984, 117, N 10, 3075-3092
  作者：FITIER, L.、KUHN, W.、KLAGES, U.、EGERT, E.、CLEGG, W.、SCHORMANN, N.、SHELDRIC+

  DOI：——

  日期：——
• Fitjer, Lutz; Kuehn, Walter; Klages, Ulrich, Chemische Berichte, 1984, vol. 117, # 10, p. 3075 - 3092
  作者：Fitjer, Lutz、Kuehn, Walter、Klages, Ulrich、Egert, Ernst、Clegg, William、et al.

  DOI：——

  日期：——
• Sterically crowded cyclohexanes—10 Synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.3.0]heptadecane
  作者：Beate Rissom、Lutz Fitjer

  DOI：10.1016/s0040-4020(97)00440-7

  日期：1997.6

  The synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.-3.0]hepradecane (11) are described. 11 adopts a chair conformation in solution. Its barrier of inversion proved inaccessible by DNMR but could be determined from equilibration studies with stereoselectively labeled [1-C-13](e)-11. The results were as follows: Delta H-not equal = 104.7 kJ/mol Delta S-not equal = -13.1 J/mol.K and Delta G(298)(not equal) = 108.6 kJ/mol. The stereoisomers of [1-C-13](e,a)-11 thus represent a further case of conformational isomerism within the cyclohexane family. (C) 1997 Elsevier Science Ltd.