5-(3-hydroxy-3-methylbut-1-ynyl)-2-(n-octyloxy)benzoic acid | 774236-34-9

• 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: 5-(3-hydroxy-3-methylbut-1-ynyl)-2-(n-octyloxy)benzoic acid
• 英文别名: 5-(3-hydroxy-3-methyl-but-1-ynyl)-2-octyloxy-benzoic acid；5-(3-Hydroxy-3-methylbut-1-ynyl)-2-octoxybenzoic acid
• CAS: 774236-34-9
• 化学式: C₂₀H₂₈O₄
• 分子量: 332.44
• InChiKey: VOWHSXWAXKYTEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(3-hydroxy-3-methylbut-1-ynyl)-2-(n-octyloxy)benzoic acid 在 氢氧化钾 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 15.0h， 生成 N¹,N³-bis(5-(5-ethynyl-2-(n-octyloxy)benzamido)-2,4-dimethoxyphenyl)-2-methoxyisophthalamide
  参考文献：
  名称：

  Hydrogen-Bonding-Induced Planar, Rigid, and Zigzag Oligoanthranilamides. Synthesis, Characterization, and Self-Assembly of a Metallocyclophane

  摘要：

  Four oligoanthranilamides 1-4, which are incorporated with three, five, seven, or nine benzene units, respectively, have been synthesized and characterized. X-ray analysis, 1D and 2D H-1 NMR, and IR experiments reveal that all the new oligoamides adopt rigid, planar and zigzagged conformations in both solution and solid state, which are stabilized by intramolecular three-center hydrogen bonding. A 5-mer oligomer 22, which is incorporated with two acetylene groups at the ends, has also been synthesized and utilized for the self-assembly of a rigid hydrogen-bonded metallocyclophane. The new rigid oligoanthranilamides represent useful building blocks for the construction of supramolecular architectures.

  DOI：

  10.1021/jo0490705
• 作为产物：
  描述：

  2-(辛基氧基)苯甲酸甲酯 在 氢氧化钾 、 copper(l) iodide 、 四(三苯基膦)钯 、 水 、 碘 、 silver sulfate 作用下， 以 甲醇 为溶剂， 反应 4.5h， 生成 5-(3-hydroxy-3-methylbut-1-ynyl)-2-(n-octyloxy)benzoic acid
  参考文献：
  名称：

  Hydrogen-Bonding-Induced Planar, Rigid, and Zigzag Oligoanthranilamides. Synthesis, Characterization, and Self-Assembly of a Metallocyclophane

  摘要：

  Four oligoanthranilamides 1-4, which are incorporated with three, five, seven, or nine benzene units, respectively, have been synthesized and characterized. X-ray analysis, 1D and 2D H-1 NMR, and IR experiments reveal that all the new oligoamides adopt rigid, planar and zigzagged conformations in both solution and solid state, which are stabilized by intramolecular three-center hydrogen bonding. A 5-mer oligomer 22, which is incorporated with two acetylene groups at the ends, has also been synthesized and utilized for the self-assembly of a rigid hydrogen-bonded metallocyclophane. The new rigid oligoanthranilamides represent useful building blocks for the construction of supramolecular architectures.

  DOI：

  10.1021/jo0490705

文献信息

• Hydrogen bonding-mediated self-assembly of rigid and planar metallocyclophanes and their recognition for mono- and disaccharides
  作者：Ying-Qi Chen、Xiao-Zhong Wang、Xue-Bin Shao、Jun-Li Hou、Xin-Zhi Chen、Xi-Kui Jiang、Zhan-Ting Li

  DOI：10.1016/j.tet.2004.08.099

  日期：2004.11

  A hydrogen bonding approach has been developed to facilitate the self-assembly of a new series of rigid and planar metallocyclophanes. Two new anthranilamide derivatives 1 and 2, which are incorporated with two acetylene units, respectively, have been synthesized and characterized. X-ray analysis (for 1), 1D and 2D H-1 NMR and IR experiments reveal that, due to the formation of intramolecular three-centered hydrogen bonding, both compounds adopt rigid and planar conformations with the two acetylene units located at the same side of the anthranilamide skeleton. Two new metallocyclophanes 17 and 18 have been constructed in moderate yields from the reaction of 1 and 2 with trans-Pt(PEt3)(2)Cl-2, respectively, in dichloromethane in the presence of diethylamine and cupric chloride. Fluorescent and H-1 NMR investigations reveal that both 17 and 18 can efficiently complex mono- and disaccharide derivatives in chloroform, with a binding selectivity for disaccharides, which is driven by intermolecular hydrogen bonding. (C) 2004 Elsevier Ltd. All rights reserved.
• Hydrogen-Bonding-Induced Planar, Rigid, and Zigzag Oligoanthranilamides. Synthesis, Characterization, and Self-Assembly of a Metallocyclophane
  作者：Jiang Zhu、Xiao-Zhong Wang、Ying-Qi Chen、Xi-Kui Jiang、Xin-Zhi Chen、Zhan-Ting Li

  DOI：10.1021/jo0490705

  日期：2004.9.1

  Four oligoanthranilamides 1-4, which are incorporated with three, five, seven, or nine benzene units, respectively, have been synthesized and characterized. X-ray analysis, 1D and 2D H-1 NMR, and IR experiments reveal that all the new oligoamides adopt rigid, planar and zigzagged conformations in both solution and solid state, which are stabilized by intramolecular three-center hydrogen bonding. A 5-mer oligomer 22, which is incorporated with two acetylene groups at the ends, has also been synthesized and utilized for the self-assembly of a rigid hydrogen-bonded metallocyclophane. The new rigid oligoanthranilamides represent useful building blocks for the construction of supramolecular architectures.