1,3,5-tris(bromoacetoxy)adamantane | 1384535-71-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,3,5-tris(bromoacetoxy)adamantane
• 英文别名: [3,5-Bis[(2-bromoacetyl)oxy]-1-adamantyl] 2-bromoacetate；[3,5-bis[(2-bromoacetyl)oxy]-1-adamantyl] 2-bromoacetate
• CAS: 1384535-71-0
• 化学式: C₁₆H₁₉Br₃O₆
• 分子量: 547.035
• InChiKey: YCGXXZXBURHXOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  十二烷基二甲基叔胺 、 1,3,5-tris(bromoacetoxy)adamantane 以 丙酮 为溶剂， 反应 3.0h， 以80%的产率得到1,3,5-tris(dimethyl(dodecyl)ammonioacetoxy)adamantane tribromide
  参考文献：
  名称：

  Synthesis of Adamantane-Based Trimeric Cationic Surfactants

  摘要：

  Three trimeric quaternary ammonium surfactants, having adamantane cores and different carbon chains, were synthesized using adamantane as the starting raw material. The target compounds were confirmed by elemental analysis, H-1 NMR, C-13 NMR, and mass spectroscopy. The influences of reaction conditions on the yields of the key intermediate product 1,3,5-trihydroxyadamantane (3) were investigated. Surface properties of the target compounds were measured. The critical micelle concentration values of 1a, 1b, and 1c were 2mM, 1mM, and 0.5mM, respectively.

  DOI：

  10.1080/00397911.2011.625134
• 作为产物：
  描述：

  金刚烷 在 吡啶 、 chromium(VI) oxide 、 4-二甲氨基吡啶 、 溶剂黄146 作用下， 以 水 、 乙腈 为溶剂， 生成 1,3,5-tris(bromoacetoxy)adamantane
  参考文献：
  名称：

  Synthesis of Adamantane-Based Trimeric Cationic Surfactants

  摘要：

  Three trimeric quaternary ammonium surfactants, having adamantane cores and different carbon chains, were synthesized using adamantane as the starting raw material. The target compounds were confirmed by elemental analysis, H-1 NMR, C-13 NMR, and mass spectroscopy. The influences of reaction conditions on the yields of the key intermediate product 1,3,5-trihydroxyadamantane (3) were investigated. Surface properties of the target compounds were measured. The critical micelle concentration values of 1a, 1b, and 1c were 2mM, 1mM, and 0.5mM, respectively.

  DOI：

  10.1080/00397911.2011.625134