| 1430195-89-3

• CAS: 1430195-89-3
• 化学式: C₁₂₃H₁₁₉NO₃
• 分子量: 1659.3
• InChiKey: LWHFTGOQIMXIJS-ATQNJVGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  37.9
• 重原子数：
  127.0
• 可旋转键数：
  55.0
• 环数：
  34.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  30.93
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  肌氨酸 、 2,4,6-tris(octadecyloxy)benzaldehyde 、 足球烯 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Structural Requirements for Producing Solvent-Free Room Temperature Liquid Fullerenes

  摘要：

  A new class of solvent-free room temperature liquid fullerenes was synthesized by attaching a single substituent of 1,3,5-tris(alkyloxy)benzene unit to C-60 or C-70 under the Prato conditions. Although the C-60 monoadducts were single components after chromatographic purification, the C-70 monoadducts were isomeric mixtures due to the prolate spheroidal pi-chromophore. The alkyl chain length of the substituents significantly affected both melting points and rheological behavior of the fullerene derivatives. When the alkyl chains were short, the intermolecular pi-pi interactions of adjacent fullerene cores led to a melting point higher than room temperature. In contrast, in the case of exceedingly long alkyl chains, such as eicosyl (-C20H41) and docosanyl (-C22H45) groups, the van der Waals interactions among neighboring alkyl chains became dominant. Accordingly, only medium alkyl chain lengths could provide solvent-free fluidic fullerenes with low melting points. The rheological measurements of the liquid fullerenes at 25 degrees C revealed their unique liquid characteristics; molecular-level friction (or viscosity) and nanometer-scale clustering were noticed. It is generally thought that alkyl chains serve as a stabilizer of the fullerene core units. Thus, a longer chain or higher plasticity of the stabilizers would promote the disturbance of the core core interactions. It was indeed shown that longer alkyl chains resulted in a lower fluid viscosity. It was also found that metastable solid phases were produced by the noticeable van der Waals interaction between the long alkyl chains especially when a symmetric C-60 core was adopted. This interesting finding enabled the comparison of electrochemical activities of the C-60 unit between the solvent free liquid and metastable solid form, which revealed a superior electrochemical activity in the liquid state.

  DOI：

  10.1021/la400969f