7-thia-14,15-diaza-dispiro[5.1.5.2]pentadecane | 179-00-0

• 英文名称: 7-thia-14,15-diaza-dispiro[5.1.5.2]pentadecane
• 英文别名: 7-Thia-14,15-diaza-dispiro[5.1.5.2]pentadecan；7-Thia-14,15-diazadispiro[5.1.58.26]pentadecane
• CAS: 179-00-0
• 化学式: C₁₂H₂₂N₂S
• 分子量: 226.386
• InChiKey: WVLJUBHJVUUFMF-UHFFFAOYSA-N

物化性质

• 沸点：
  360.2±31.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)
• 熔点：
  98 °C(Solv: ligroine (8032-32-4))

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  49.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-thia-14,15-diaza-dispiro[5.1.5.2]pentadecane 在 lead(IV) acetate 、 calcium carbonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成 13-thia-dispiro[5.0.5.1]tridecane
  参考文献：
  名称：

  Oligo(cyclohexylidenes): Parent Compounds and End-Functionalized Derivatives

  摘要：

  Parent oligo(cyclohexylidenes) 1(n) (n = 1-4) were synthesized using a modified Barton-Kellogg olefin synthesis. Surprisingly, the crude compounds 1(2) and 1(4) contained small amounts of the 1(n-1) and 1(n+1) homologues. As evidenced by a close examination of mass spectral data of selectively deuterated tercyclohexylidenes 1(2)d(4)d(4) and 1(2)-d(8), their formation can be attributed to scrambling of the intermediate azines. With increasing n, a marked decrease in solubility as well as an increase in thermal stability was found. Powder diffraction measurements indicate that the parent compounds 1(n), irrespective of n, pack in a similar fashion in the solid state. The theoretically (MMX, AM1, and ab initio) predicted rodlike structure of the oligo(cyclohexylidenes) was confirmed by single-crystal X-ray structures of 1(1) and three derivatives (12(1), 13(1), and 30(2)). In line with the powder diffraction data in the series 1(n), a similar packing motif was found for the derivatives. To circumvent side product formation due to azine scrambling, a different synthetic approach was used for the preparation of end-functionalized oligo(cyclohexylidenes), i.e. decarboxylation and dehydration of beta-hydroxy acids.

  DOI：

  10.1021/jo00119a014
• 作为产物：
  描述：

  环己酮 在 硫化氢 、 一水合肼 作用下， 生成 7-thia-14,15-diaza-dispiro[5.1.5.2]pentadecane
  参考文献：
  名称：

  Ruehlmann, Journal fur praktische Chemie (Leipzig 1954), 1959, vol. <4> 8, p. 285,289

  摘要：

  DOI：

文献信息

• Thiocarbonyl ylides. Generation, properties, and reactions
  作者：J. Buter、Siek Wassenaar、Richard M. Kellogg

  DOI：10.1021/jo00798a016

  日期：1972.12