1,4-bis[N-(α-naphthyl)carbamoyloxy]butane | 123153-22-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4-bis[N-(α-naphthyl)carbamoyloxy]butane
• 英文别名: 1,4-bis-[1]naphthylcarbamoyloxy-butane；1,4-Bis-[1]naphthylcarbamoyloxy-butan；1,4-Dihydroxy-butan-bis-α-naphthyl-urethan
• CAS: 123153-22-0
• 化学式: C₂₆H₂₄N₂O₄
• 分子量: 428.488
• InChiKey: WPYUMJXFXCUWSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.57
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  76.66
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1,4-丁二醇 、 1-Alapha-萘异氰酸酯 以 甲苯 为溶剂， 反应 24.0h， 以92%的产率得到1,4-bis[N-(α-naphthyl)carbamoyloxy]butane
  参考文献：
  名称：

  Synthesis of bis[N-(p-aryl)-carbamoyloxy]alkanes as new low-molecular weight organogelators

  摘要：

  A series of bis-carbamate-based low-molecular-weight organogelators were synthesized, and their structure property relationships with respect to their gelation abilities in organic solvents were investigated. The self-aggregation behavior of the thermoreversible organogels was investigated by FTIR, temperature-dependent NMR, and SEM studies. The results revealed that the self-assembly into fibrous structures is driven by hydrogen bonding, it it stacking, and hydrophobic interactions. It was found that para-aryl substitution and the number of methylene units connecting two carbamate groups had a significant influence on gelation. The effect of temperature on gel formation was also investigated for all compounds. The most interesting feature was observed for p-hexyl derivative, which gels at -18 degrees C but not room temperature. Furthermore, thermal properties of the gels were studied by dropping ball experiments and DSC. para-Alkoxyphenyl derivatives were also found to be good organogelators for olive oil, sunflower oil, corn oil, and ethyl laurate, isopropyl myristate, n-butyl palmitate. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.01.042