2,6-bis(5-t-butyl-2-hydroxyphenylthio)-4-t-butylphenol | 133786-58-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,6-bis(5-t-butyl-2-hydroxyphenylthio)-4-t-butylphenol
• 英文别名: 4-tert-butyl-2,6-bis[(5-tert-butyl-2-hydroxyphenyl)sulfanyl]phenol
• CAS: 133786-58-0
• 化学式: C₃₀H₃₈O₃S₂
• 分子量: 510.762
• InChiKey: SWFRMHRNZZNRFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.0
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  60.69
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,6-bis(5-t-butyl-2-hydroxyphenylthio)-4-t-butylphenol 在 sodium hydroxide 、 对甲苯磺酸 作用下， 以 甲醇 、 水 、 苯 为溶剂， 反应 104.0h， 生成 2-<3-<3-(5-t-butyl-2-hydroxyphenylthio)-5-t-butyl-2-hydroxyphenylthio>-5-t-butylsalicyl>-4-t-butylphenol
  参考文献：
  名称：

  无环苯酚-甲醛低聚物硫桥类似物的合成及包合物性质

  摘要：

  合成了一系列化合物，其中无环对甲基-和对-丁基苯酚-甲醛四聚体的部分或全部亚甲基桥被硫桥取代。发现虽然硫桥连四聚体与多种有机化合物形成结晶主客体复合物，但它们的包合行为与母体四聚体不同。硫桥的数量和位置，以及四聚体中苯酚的对位取代基，对包合性质有很大影响。硫桥连四聚体 (SSS-a,b) 与苯的复合物的热稳定性，根据它们的热解离速率估计，低于母体四聚体 (CCC-a,b) 的热稳定性。

  DOI：

  10.1246/bcsj.64.576
• 作为产物：
  描述：

  4-叔丁基苯酚 、 二氯化硫 以6%的产率得到
  参考文献：
  名称：

  OHBA, YOSHIHIRO;MORIYA, KAZUHIKO;SONE, TYO, BULL. CHEM. SOC. JAP., 64,(1991) N, C. 576-582

  摘要：

  DOI：

文献信息

• Synthesis of 2,8-dithiacalix[4]arene based on fragment condensation
  作者：Daniel Kortus、Karolína Křížová、Hana Dvořáková、Václav Eigner、Pavel Lhoták

  DOI：10.1016/j.tetlet.2021.152924

  日期：2021.4

  A simple synthesis of 2,8-dithiacalix[4]arene 6 comprising two types of bridges (–CH2– and –S–) within a basic macrocyclic skeleton is reported. By optimizing the method we were able to replace 4 steps of the original stepwise procedure with one step in >50% yield, allowing multigram synthesis of the macrocycle. As documented by the 1H NMR study, the presence of a mixed-bridge system enables direct

  据报道，在基本的大环骨架内，由两种类型的桥（–CH 2 –和–S–）组成的2,8-二硫杂杯[4]芳烃6的简单合成。通过优化方法，我们可以用> 50％的收率将一个步骤的原始步骤替换为4个步骤，从而实现了大分子环的多克合成。正如1 H NMR研究所证明的那样，混合桥系统的存在使得能够直接观察大环下部边缘上的氢键阵列所谓的触发器重排。此外，初步结果显示烷基化反应的构象结果非常不寻常。通过单晶X射线分析确认了烷基化的大环的结构。
• 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