4-Tert-butyl-2-[5-tert-butyl-3-(5-tert-butyl-2-carboxyphenyl)sulfonyl-2-carboxyphenyl]sulfonyl-6-(5-tert-butyl-2-carboxyphenyl)sulfonylbenzoic acid | 1119828-95-3

• 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-Tert-butyl-2-[5-tert-butyl-3-(5-tert-butyl-2-carboxyphenyl)sulfonyl-2-carboxyphenyl]sulfonyl-6-(5-tert-butyl-2-carboxyphenyl)sulfonylbenzoic acid
• 英文别名: 4-tert-butyl-2-[5-tert-butyl-3-(5-tert-butyl-2-carboxyphenyl)sulfonyl-2-carboxyphenyl]sulfonyl-6-(5-tert-butyl-2-carboxyphenyl)sulfonylbenzoic acid
• CAS: 1119828-95-3
• 化学式: C₄₄H₅₀O₁₄S₃
• 分子量: 899.071
• InChiKey: CHZIQTLFTVLYAS-UHFFFAOYSA-N

物化性质

• 熔点：
  249.9-251.3 °C
• 沸点：
  1023.7±65.0 °C(predicted)
• 密度：
  1.339±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  61
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  277
• 氢给体数：
  4
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  terbium(III) nitrate hexahydrate 、 乙醚 、 二氯甲烷 、 4-Tert-butyl-2-[5-tert-butyl-3-(5-tert-butyl-2-carboxyphenyl)sulfonyl-2-carboxyphenyl]sulfonyl-6-(5-tert-butyl-2-carboxyphenyl)sulfonylbenzoic acid 、 水 、 三乙胺 以 甲醇 、 甲苯 、 正己烷 为溶剂， 反应 3.5h， 以59%的产率得到
  参考文献：
  名称：

  Sulfonyl-bridged oligo(benzoic acid)s: synthesis, X-ray structures, and properties as metal extractants

  摘要：

  磺酰桥联的低聚（苯甲酸）7 n（n = 2–4）由相应的三氟甲磺酸酯（8 n ）通过钯催化甲氧基羰基化反应制备，三氟甲磺酸酯部分，然后水解所得的甲基酯，并随后氧化硫桥。X射线分析显示，二聚体7 2通过羧基之间的分子间氢键形成超分子之字形链。至于三聚体7 3的晶体，两个分子通过末端和中央羧基之间的两对分子间氢键结合形成环状二聚体，该二聚体与两个相邻二聚体中的剩余羧基连接，构成无限柱状结构。四聚体7 4通过末端羧基之间的分子内氢键采用单

  DOI：

  10.1007/s10847-012-0283-9
• 作为产物：
  描述：

  4-Tert-butyl-2-[5-tert-butyl-3-(5-tert-butyl-2-carboxyphenyl)sulfanyl-2-carboxyphenyl]sulfanyl-6-(5-tert-butyl-2-carboxyphenyl)sulfanylbenzoic acid 在 sodium perborate tetrahydrate 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以66%的产率得到4-Tert-butyl-2-[5-tert-butyl-3-(5-tert-butyl-2-carboxyphenyl)sulfonyl-2-carboxyphenyl]sulfonyl-6-(5-tert-butyl-2-carboxyphenyl)sulfonylbenzoic acid
  参考文献：
  名称：

  硫桥联低聚（苯甲酸）作为新型金属萃取剂系列

  摘要：

  溶剂萃取研究表明，硫桥接酚二聚体和四聚体转化为相应的低聚（苯甲酸），它们对镧系元素离子具有很高的络合能力。

  DOI：

  10.1246/cl.2008.1228

文献信息

• Sulfur-bridged Oligo(benzoic acid)s as a Novel Family of Metal Extractants
  作者：Naoya Morohashi、Kazutoshi Nagata、Shinya Tanaka、Yoshihiro Ohba、Tetsutaro Hattori

  DOI：10.1246/cl.2008.1228

  日期：2008.12.5

  Sulfur-bridged phenol dimer and tetramer were converted into corresponding oligo(benzoic acid)s, which have high complexation ability toward lanthanide ions as revealed by solvent extraction study.

  溶剂萃取研究表明，硫桥接酚二聚体和四聚体转化为相应的低聚（苯甲酸），它们对镧系元素离子具有很高的络合能力。
• Sulfonyl-bridged oligo(benzoic acid)s: synthesis, X-ray structures, and properties as metal extractants
  作者：Naoya Morohashi、Kazutoshi Nagata、Tomoko Hayashi、Tetsutaro Hattori

  DOI：10.1007/s10847-012-0283-9

  日期：2014.4

  Sulfonyl-bridged oligo(benzoic acid)s 7 n (n = 2–4) are prepared from the corresponding triflate esters (8 n ) of sulfur-bridged oligophenols by palladium-catalyzed methoxycarbonylation of the triflate moieties, followed by hydrolysis of the resulting methyl esters, and subsequent oxidation of the sulfur bridges. X-ray analysis reveals that dimer 7 2 forms supramolecular zig-zag chains through intermolecular hydrogen bonds between the carboxy groups. As for the crystal of trimer 7 3 , two molecules are associated through two couples of intermolecular hydrogen bonds between terminal and central carboxy groups to form a cyclic dimer, which connects with two adjacent dimers with the remaining carboxy groups to construct an infinite columnar structure. Tetramer 7 4 adopts a monomolecular cyclic structure through intramolecular hydrogen bonds between the terminal carboxy groups, and a molecule connects with each of two adjacent molecules through two couples of intermolecular hydrogen bonds between inner carboxy and sulfonyl groups. Solvent extraction experiments reveal that the oligo(benzoic acid)s exhibit high extractability toward lanthanoid ions (Ln3+); the performance follows the order 7 4  ≈ 7 3  > 7 2 . Moderate extraction selectivity is observed for the extraction of Pr3+, Gd3+, and Yb3+ with 7 2 . X-ray crystallographic analysis of cluster [Tb4L4(H2O)6](Et3NH)4, which was prepared from 7 4 (H4L) and Tb(NO3)3·6H2O in the presence of Et3N, reveals that no sulfonyl oxygens coordinate to the metal centers. This indicates that the high extractability of 7 4 originates from the electron-withdrawing nature of the sulfonyl function, which increases the acidity of two adjacent carboxy groups.

  磺酰桥联的低聚（苯甲酸）7 n（n = 2–4）由相应的三氟甲磺酸酯（8 n ）通过钯催化甲氧基羰基化反应制备，三氟甲磺酸酯部分，然后水解所得的甲基酯，并随后氧化硫桥。X射线分析显示，二聚体7 2通过羧基之间的分子间氢键形成超分子之字形链。至于三聚体7 3的晶体，两个分子通过末端和中央羧基之间的两对分子间氢键结合形成环状二聚体，该二聚体与两个相邻二聚体中的剩余羧基连接，构成无限柱状结构。四聚体7 4通过末端羧基之间的分子内氢键采用单