5,11,17,23-tetrakis(1,1,3,3-tetramethylbutyl)calix<4>arene-25,26,27,28-tetrol | 42607-92-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 5,11,17,23-tetrakis(1,1,3,3-tetramethylbutyl)calix<4>arene-25,26,27,28-tetrol
• 英文别名: 5,11,17,23-tetrakis(1,1,3,3-tetramethylbutyl)calix[4]arene-25,26,27,28-tetol；5,11,17,23-tetra-tert-octylcalix<4>arene-25,226,27,28-tetrol；5,11,17,23-tetra(p-t-octyl)-25,26,27,28-tetrahydroxy-calix(4)arene；p-(1,1,3,3-tetramethylbutyl)calix<4>arene；p-tert-octylcalix[4]arene；4,11,18,25-tetrakis-(1,1,3,3-tetramethyl-butyl)-[1.1.1.1]metacyclophane-7,14,21,28-tetraol；5,11,17,23-Tetrakis(1,1,3,3-tetramethylbutyl)calix[4]arene-25,26,27,28-tetrol；5,11,17,23-tetrakis(2,4,4-trimethylpentan-2-yl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol
• CAS: 42607-92-1
• 化学式: C₆₀H₈₈O₄
• 分子量: 873.356
• InChiKey: KCUQVAUQRGDGKP-UHFFFAOYSA-N

物化性质

• 沸点：
  807.7±65.0 °C(Predicted)
• 密度：
  1.019±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  19.9
• 重原子数：
  64
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetrakis(1,1,3,3-tetramethylbutyl)calix<4>arene-25,26,27,28-tetrol 在 barium hydroxide octahydrate 、 水 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 72.25h， 生成 25,26,27‑trioctoxyoxy‑28‑carboxymethoxy‑5,11,17,23‑tetrakis(1,1,3,3‑tetramethylbutyl)calix[4]arene
  参考文献：
  名称：

  具有三烷基单乙酸基团的锂选择性杯[4]芳烃：三个烷基支链和对位叔辛基对锂萃取选择性的影响

  摘要：

  制备了对叔辛基杯[4]芳烃和杯[4]芳烃的三烷基单乙酸衍生物，研究苯氧基氧原子上的烷基支链和对位对选择性萃取Li +的影响。钠+。苯氧基氧原子上的烷基支链对Li +选择性影响显着，而对位的烷基支链影响较小。前者有助于排除Na +萃取，同时实现Li +萃取。烷基支链的优化选择提高了杯[4]芳烃的Li +选择性。然而，具有三个2-乙基丁基支链的空间位阻对叔辛基杯[4]芳烃表现出相反的选择性。

  DOI：

  10.1007/s10847-024-01233-5
• 作为产物：
  描述：

  聚合甲醛 、 对特辛基苯酚 在 sodium hydroxide 作用下， 生成 5,11,17,23-tetrakis(1,1,3,3-tetramethylbutyl)calix<4>arene-25,26,27,28-tetrol
  参考文献：
  名称：

  Optimization of phase-transfer catalysts designed from calix[4]arene

  摘要：

  To optimize the calix[4]arene structure for a phase-transfer catalyst, we modified the upper rim with lipophilic tert-octyl groups and the lower rim with O(CH2CH2O)mMe (m=1, 2, and 3). Through two-phase solvent extraction, H-1 NMR studies on the metal-binding site, and phase-transfer catalysis we have reached conclusions that (i) lipophilic groups introduced into the upper rim effectively enhance the catalytic activity whereas (ii) to compose an effective ionophoric cavity on the lower rim, OCH2CH2OMe (i.e., m=1) suffices and m=2 and m=3 rather decrease the catalytic activity and cause emulsification. The optimized calix[4]arene-based phase-transfer catalyst showed the catalytic activity comparable with dicyclohexyl-18-crown-6.

  DOI：

  10.1016/s0040-4020(01)80420-8

文献信息

• Relationship between chemical structure and extraction efficiency toward palladium with ketonic derivatives of p-tert-octylcalix[4]arene in nitric acid media
  作者：Jee Young Kim、Shintaro Morisada、Hidetaka Kawakita、Keisuke Ohto、Yang Kim

  DOI：10.1007/s10847-014-0467-6

  日期：2015.6

  A p-tert-octylcalix[4]arene derivative with four phenyl ketonic side arms has been synthesized as a solvent extraction reagent for precious metal ions in order to compare the extraction behavior with that of the corresponding methyl ketonic derivative of p-tert-octylcalix[4]arene in nitric acid media. The extraction efficiency of the phenyl ketonic derivative for palladium was superior to that of the methyl ketonic one over the whole nitric acid concentration range. Silver and platinum were also moderately extracted by the phenyl ketonic derivative in low nitric acid concentration. The results demonstrated that the extraction behavior of the ligands towards precious metals is related to several structural factors, such as the flexibility of the side arms, the electric charge on the carbonyl oxygen atoms and the lipophilic properties. This work also determined the extraction mechanism of palladium with the phenyl ketonic derivative of p-tert-octylcalix[4]arene based on slope analysis and the peak shift for the FT-IR spectra of the ligand before and after the metal loading. Stripping from the organic phase after forward extraction was performed to separate palladium and silver.

  合成了一种具有四个苯基酮侧臂的p-叔辛基杯[4]芳烃衍生物，作为贵金属离子的溶剂萃取剂，以便在硝酸介质中比较其萃取行为与相应的甲基酮p-叔辛基杯[4]芳烃衍生物的萃取行为。苯基酮衍生物对钯的萃取效率在整个硝酸浓度范围内均优于甲基酮衍生物。在低硝酸浓度下，苯基酮衍生物也能适度萃取银和铂。结果表明，配体对贵金属的萃取行为与多个结构因素有关，如�