[4-(4'-benzyloxy)benzyloxy]benzyl bromide | 696590-51-9

• 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: [4-(4'-benzyloxy)benzyloxy]benzyl bromide
• 英文别名: 4-[4-(benzyloxy)benzyloxy]benzylbromide
• CAS: 696590-51-9
• 化学式: C₂₁H₁₉BrO₂
• 分子量: 383.285
• InChiKey: LIVXRVQOFPMOGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-1-ol 、 [4-(4'-benzyloxy)benzyloxy]benzyl bromide 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 二氯甲烷 为溶剂， 以12%的产率得到1-[2-(2,4-Dichlorophenyl)-3-[[4-[(4-phenylmethoxyphenyl)methoxy]phenyl]methoxy]propyl]-1,2,4-triazole
  参考文献：
  名称：

  Synthesis, Fungicidal Activity, and QSAR of a Series of 2-Dichlorophenyl-3-triazolylpropyl Ethers

  摘要：

  A series of new alkyl and arylalkyl ethers of 2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)propanol, related to the fungicide tetraconazole, were synthesized and tested in vitro or in vivo against seven common pathogens in comparison with tetraconazole. In vitro, most of them exhibited a broad spectrum of activity and an efficacy of the same order of magnitude of the standard, but the activity was influenced by the nature of the substituents. A QSAR study showed that lipophilicity is a major positive parameter in affecting the activity; the second relevant parameter is mu, whereas geometrical descriptors indicate that linear and narrow substituents are more suitable than wide ones. In in vivo assays some compounds had good activity on bean rust, either protective or curative. Sterol analysis showed that the mechanism of action is due to inhibition of 14 alpha-demethylase.

  DOI：

  10.1021/jf9906432
• 作为产物：
  描述：

  4-苄氧基溴苄 在 18-冠醚-6 、 四溴化碳 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 17.5h， 生成 [4-(4'-benzyloxy)benzyloxy]benzyl bromide
  参考文献：
  名称：

  Quantitative Evaluation of the Catalytic Activity of Dendrimers with Only One Active Center at the Core:  Application to the Nitroaldol (Henry) Reaction

  摘要：

  One reference tertiary amine and three families of structurally related trialkylamines and dendrimers have been synthesized, characterized, and studied by molecular dynamics simulations. The catalytic activity of these amines in the nitroaldol (Henry) reaction between 2-nitroethanol and benzaldehyde has been measured by FT-IR spectroscopy. It is found that, in this kind of molecule with only one catalytic center at the core, the efficiency of the catalytic process decreases with the size and/or the degree of ramification of the dendrimer. According to these results, there is a linear departure from the behavior predicted by the hard sphere collision theory (HSCT) as the size of the dendrimer increases. Therefore, the behavior of structurally related dendrimers can be quantified in terms of their molecular weight and reagent accessible surfaces.

  DOI：

  10.1021/ja039888s