17,19-Hexatriacontadiyne-1,36-diol | 135598-20-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 17,19-Hexatriacontadiyne-1,36-diol
• 英文别名: hexatriaconta-17,19-diyn-1,36-diol；hexatriaconta-17,19-diyne-1,36-diol
• CAS: 135598-20-8
• 化学式: C₃₆H₆₆O₂
• 分子量: 530.919
• InChiKey: QUNYAVGGICPKJJ-UHFFFAOYSA-N

物化性质

• 熔点：
  96 °C(Solvent: Ligroine)
• 沸点：
  645.7±20.0 °C(predicted)
• 密度：
  0.908±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.7
• 重原子数：
  38
• 可旋转键数：
  31
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  17,19-Hexatriacontadiyne-1,36-diol 在 三乙胺 作用下， 以 乙醇 、 氯仿 、 乙腈 为溶剂， 反应 73.0h， 生成 hexatriaconta-17,19-diyn-1,36-diylbis[2-(dimethylammonio)ethylphosphate]
  参考文献：
  名称：

  Synthesis of novel symmetrical, single-chain, diacetylene-modified bolaamphiphiles with different alkyl chain lengths

  摘要：

  General syntheses of novel symmetrical, single-chain, diacetylene-modified bolaphospholipids have been carried out in five steps. For the omega-alkynols, which have an important role as key intermediates, three different synthetic approaches were comprehensively investigated. For the final synthesis it is suggested that (1) alkylation of lithium (trimethylsilyl)acetylide with tetrahydropyranyl-protected omega-bromoalcohols, followed by (2) cleavage of the trimethylsilyl moiety and the tetrahydropyranyl protecting group, and (3) copper(II)-catalyzed Eglinton coupling is the best strategy for obtaining diacetylene-modified alkane-1,omega-diols, because higher yields were obtained while avoiding the formation of by-products. Moreover, conversion of the diols into bipolar phospholipids was achieved by bis-phosphorylation with beta-bromoethylphosphoric acid dichloride and subsequent quaternization with trimethylamine or dimethylamine. Finally, spectral data are presented for novel single-chain, diacetylene-modified bolaphospholipids with promising potential as starting molecules in the formation of polymerizable and, thus, thermostable nanofibers.

  DOI：

  10.1007/s00706-010-0255-y
• 作为产物：
  描述：

  硬脂炔酸 在 吡啶 、 lithium aluminium tetrahydride 、 氧气 、 potassium salt of 1,3-diaminopropane 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 1,3-丙二胺 、 copper(l) chloride 作用下， 以 乙醚 为溶剂， 反应 16.0h， 生成 17,19-Hexatriacontadiyne-1,36-diol
  参考文献：
  名称：

  Augustin, Kim E.; Schaefer, Hans J., Liebigs Annalen der Chemie, 1991, # 10, p. 1037 - 1040

  摘要：

  DOI：