N-(3,5-dimethylbenzyl)-3,5-dinitrobenzamide compound with 3,6,9,12,15,18,21-heptaoxa-1(1,3)-benzenacyclodocosaphan-12-ol (1:1) | 1167462-12-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3,5-dimethylbenzyl)-3,5-dinitrobenzamide compound with 3,6,9,12,15,18,21-heptaoxa-1(1,3)-benzenacyclodocosaphan-12-ol (1:1)
• CAS: 1167462-12-5
• 化学式: C₁₆H₁₅N₃O₅*C₂₀H₃₂O₈
• 分子量: 729.781
• InChiKey: HJFOZUKKRIQIIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  52.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  200.22
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  N-(3,5-dimethylbenzyl)-3,5-dinitrobenzamide compound with 3,6,9,12,15,18,21-heptaoxa-1(1,3)-benzenacyclodocosaphan-12-ol (1:1) 以 氘代二甲亚砜 为溶剂， 生成 N-[(3,5-dimethylphenyl)methyl]-3,5-dinitrobenzamide 、 2-hydroxy-1,3-xylyl-24-crown-7
  参考文献：
  名称：

  Remarkable effect of hydrogen bonding between ring and axle components on deslipping reactions of rotaxanes

  摘要：

  A series of rotaxanes 1.5, 2.5, 3.5, and 4.5 bearing a different substituent (X = NO(2), Br, H, and OMe, respectively) at para position on the phenol moiety of the ring component exhibit clear difference in deslipping behavior. The difference in the deslipping rates is consistent with the difference in intercomponent hydrogen bonding strength estimated from the O-H stretching vibration wavenumbers. The para substituent dictates the relative strength of the intra- and intermolecular hydrogen bonds. Thus the incorporation of an intramolecular hydrogen bond allows for tunability of the strength of the intercomponent interaction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.179
• 作为产物：
  描述：

  3,6,9,12,15,18,21-Heptaoxabicyclo[21.3.1]heptacosa-1(27),23,25-trien-27-yl 3,5-dinitrobenzoate 、 3,5-二甲基苄胺 以 乙腈 为溶剂， 反应 72.0h， 以68%的产率得到N-(3,5-dimethylbenzyl)-3,5-dinitrobenzamide compound with 3,6,9,12,15,18,21-heptaoxa-1(1,3)-benzenacyclodocosaphan-12-ol (1:1)
  参考文献：
  名称：

  Remarkable effect of hydrogen bonding between ring and axle components on deslipping reactions of rotaxanes

  摘要：

  A series of rotaxanes 1.5, 2.5, 3.5, and 4.5 bearing a different substituent (X = NO(2), Br, H, and OMe, respectively) at para position on the phenol moiety of the ring component exhibit clear difference in deslipping behavior. The difference in the deslipping rates is consistent with the difference in intercomponent hydrogen bonding strength estimated from the O-H stretching vibration wavenumbers. The para substituent dictates the relative strength of the intra- and intermolecular hydrogen bonds. Thus the incorporation of an intramolecular hydrogen bond allows for tunability of the strength of the intercomponent interaction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.179