1,2,4,5-tetrakis(4'-hydroxy-2'-oxa-1'-butyl)benzene | 152065-62-8

• 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: 1,2,4,5-tetrakis(4'-hydroxy-2'-oxa-1'-butyl)benzene
• 英文别名: 2-[[2,4,5-Tris(2-hydroxyethoxymethyl)phenyl]methoxy]ethanol
• CAS: 152065-62-8
• 化学式: C₁₈H₃₀O₈
• 分子量: 374.431
• InChiKey: SWVFVXFDZOLZDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  118
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,2,4,5-tetrakis(4'-hydroxy-2'-oxa-1'-butyl)benzene 在 sodium hydroxide 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 叔丁醇 为溶剂， 反应 8.0h， 生成 5,8,11,17,20,23,29,32,35,41,44,47-Dodecaoxapentacyclo[25.21.0.03,25.013,39.015,37]octatetraconta-1(27),2,13,15(37),25,38-hexaene
  参考文献：
  名称：

  Novel benzene-bridged macrobi- and macrotricyclic polyethers

  摘要：

  Novel three-dimensional benzene-bridged macrobicyclic polyether 1 and macrotricyclic polyether 2 have been prepared. Macrobicyclic triply bridged cyclophane crown compound 1 was synthesized by a tripode-tripode coupling of 1,3,5-tris[7'-(tosyloxy)-2',5'-dioxa-1'-heptyl]benzene (19) with 1,3,5-tris(hydroxymethyl)benzene (5). Macrotricyclic quadruply bridged cyclophane crown ether 2 was obtained by a quadrupode-quadrupode coupling of 1,2,4,5-tetrakis(7'-tosyloxy-2,5'-dioxa-1'-heptyl)benzene (20) with 1,2,4,5-tetrakis(hydroxymethyl)benzene (6). These ligands could have suitable rigidity and cavity sizes for the coordination of metal cations. They appear to have selectivities for cesium over sodium and lead ions, and 2 shows a log K value of 3.50 for interaction with cesium ion in 80% CH3OH/20% water (v/v). Macrotricyclic polyether 2 containing benzene bridgeheads is a new type of ligand, and its structure was confirmed by an X-ray crystallographic study.

  DOI：

  10.1021/jo00079a013
• 作为产物：
  描述：

  1,2,4,5-tetrakis(hydroxymethyl)benzene 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 168.0h， 生成 1,2,4,5-tetrakis(4'-hydroxy-2'-oxa-1'-butyl)benzene
  参考文献：
  名称：

  Novel benzene-bridged macrobi- and macrotricyclic polyethers

  摘要：

  Novel three-dimensional benzene-bridged macrobicyclic polyether 1 and macrotricyclic polyether 2 have been prepared. Macrobicyclic triply bridged cyclophane crown compound 1 was synthesized by a tripode-tripode coupling of 1,3,5-tris[7'-(tosyloxy)-2',5'-dioxa-1'-heptyl]benzene (19) with 1,3,5-tris(hydroxymethyl)benzene (5). Macrotricyclic quadruply bridged cyclophane crown ether 2 was obtained by a quadrupode-quadrupode coupling of 1,2,4,5-tetrakis(7'-tosyloxy-2,5'-dioxa-1'-heptyl)benzene (20) with 1,2,4,5-tetrakis(hydroxymethyl)benzene (6). These ligands could have suitable rigidity and cavity sizes for the coordination of metal cations. They appear to have selectivities for cesium over sodium and lead ions, and 2 shows a log K value of 3.50 for interaction with cesium ion in 80% CH3OH/20% water (v/v). Macrotricyclic polyether 2 containing benzene bridgeheads is a new type of ligand, and its structure was confirmed by an X-ray crystallographic study.

  DOI：

  10.1021/jo00079a013

文献信息

• Novel benzene-bridged macrobi- and macrotricyclic polyethers
  作者：Haoyun An、Jerald S. Bradshaw、Krzysztof E. Krakowiak、Bryon J. Tarbet、N. Kent Dalley、Xiaolan Kou、Chengyue Zhu、Reed M. Izatt

  DOI：10.1021/jo00079a013

  日期：1993.12

  Novel three-dimensional benzene-bridged macrobicyclic polyether 1 and macrotricyclic polyether 2 have been prepared. Macrobicyclic triply bridged cyclophane crown compound 1 was synthesized by a tripode-tripode coupling of 1,3,5-tris[7'-(tosyloxy)-2',5'-dioxa-1'-heptyl]benzene (19) with 1,3,5-tris(hydroxymethyl)benzene (5). Macrotricyclic quadruply bridged cyclophane crown ether 2 was obtained by a quadrupode-quadrupode coupling of 1,2,4,5-tetrakis(7'-tosyloxy-2,5'-dioxa-1'-heptyl)benzene (20) with 1,2,4,5-tetrakis(hydroxymethyl)benzene (6). These ligands could have suitable rigidity and cavity sizes for the coordination of metal cations. They appear to have selectivities for cesium over sodium and lead ions, and 2 shows a log K value of 3.50 for interaction with cesium ion in 80% CH3OH/20% water (v/v). Macrotricyclic polyether 2 containing benzene bridgeheads is a new type of ligand, and its structure was confirmed by an X-ray crystallographic study.