25,26,27,28-Tetra(2-hydroxyethoxy)calix<4>arene | 163836-78-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 25,26,27,28-Tetra(2-hydroxyethoxy)calix<4>arene
• 英文别名: 25,26,27,28-tetrakis(2-hydroxyethoxy)calix[4]arene；25,26,27,28-Tetrahydroxyethyleneoxycalix[4]arene；25,26,27,28-Tetra(2-hydroxyethoxy)calix[4]arene；2-[[26,27,28-Tris(2-hydroxyethoxy)-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaenyl]oxy]ethanol
• CAS: 163836-78-0
• 化学式: C₃₆H₄₀O₈
• 分子量: 600.709
• InChiKey: SJVDTUVXEZWISK-UHFFFAOYSA-N

物化性质

• 沸点：
  868.4±65.0 °C(Predicted)
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  44
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  25,26,27,28-Tetra(2-hydroxyethoxy)calix<4>arene 在 吡啶 、 sodium 作用下， 以 1,4-二氧六环 为溶剂， 反应 57.0h， 生成 25,26,27,28-Tetradiphenylphosphineethyleneoxycalix[4]arene
  参考文献：
  名称：

  Extraction and Complexation of Alkali, Alkaline Earth, and F-Element Cations by Calixaryl Phosphine Oxides

  摘要：

  DOI：

  10.1002/(sici)1521-3765(19990104)5:1<175::aid-chem175>3.0.co;2-p
• 作为产物：
  描述：

  25,26,27,28-tetra(ethoxycarbonylmethoxy)calix-4-arene 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 生成 25,26,27,28-Tetra(2-hydroxyethoxy)calix<4>arene
  参考文献：
  名称：

  Calix[n]arene phosphine oxides. A new series of cation receptors for extraction of europium, thorium, plutonium and americium in nuclear waste treatment

  摘要：

  报告了一类新型的萼片烯衍生物，其下缘附有氧化膦残基[Calix-(OCH2CH2POPh2)n]，在从模拟核废料中萃取 EuIII、ThIV、PuIV 和 AmIV 方面表现出很高的效率。

  DOI：

  10.1039/c39950002151

文献信息

• Iridium-Catalyzed C–H Borylations: Regioselective Functionalizations of Calix[4]arene Macrocycles
  作者：Gabriele Giovanardi、Silvia Cattani、Davide Balestri、Andrea Secchi、Gianpiero Cera

  DOI：10.1021/acs.joc.4c00419

  日期：2024.6.21

  regioselective synthesis of distally disubstituted calix[4]arene macrocycles. The atom- and step-economical method led to a broad family of calix[4]arenes in good yields and functional group tolerance. The synthetic utility of the C–H borylation protocol was finally illustrated with several late-stage modifications for the synthesis of elaborate calix[4]arenes frameworks, otherwise challenging to achieve

  我们报道了铱催化的 C-H 硼化反应，用于区域选择性合成远端二取代的杯[4]芳烃大环化合物。原子和步骤经济的方法产生了广泛的杯[4]芳烃家族，具有良好的产率和官能团耐受性。 C-H硼化方案的合成效用最终通过一些后期修改来说明，用于合成复杂的杯[4]芳烃框架，否则用常用的程序很难实现。
• Synthesis and Structural Characterization of Calix[4]arenes, Calix[6]arenes, and Calix[8]arenes with 3-Hydroxypropoxy or 2-Hydroxyethoxy Functional Groups Appended onto the Lower Rim
  作者：Justin K. Moran、Emil M. Georgiev、Alex T. Yordanov、Joel T. Mague、D. Max Roundhill

  DOI：10.1021/jo00099a032

  日期：1994.10

  The compound 5,11,17,23,29,35-hexa-tert-butyl-37,39,41-trihydroxy-38,40,42-trimethoxycalix[6]arene, 1, has been prepared by treating 5,11,17,23,29,35-hexa-tert-butylcalix[6]arene with potassium carbonate, followed by methyl p-toluenesulfonate. The analogous reaction with the unsubstituted calix[6]arene gives 37,38,39-trihydroxy-40,41,42-trimethoxycalix[6]arene 2. Treating 1 or 5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26,28-dimethoxycalix[4]arene 3, with sodium hydride followed by allyl bromide gives 5,11,17,23,29,35-hexa-tert-butyl-37,39,41-tris(allyloxy)-38,40,42-trimethoxycalix[6]arene, 4, or 5,11,17,23-tetra-tert-butyl-25,27-bis(allyloxy)-26,28-dimethoxycalix[4]arene, 5, respectively. Compounds 4 and 5 react with BH3, followed by H2O2 to give 5,11,17,23,29,35-hexa-tert-butyl-37,39,41-tris(3-hydroxypropoxy)-38,40,42-trimethoxycalix[6] arene, 6, and 5,11,17,23-tetra-tert-butyl-25,27-bis(3-hydroxypropoxy)-26,28-dimethoxycalix[4]arene, 7, respectively. A general procedure for the synthesis of 2-hydroxyethoxy-substituted calixarenes involves reduction of the corresponding ethyl calixaryl acetates with LiAlH4. The procedure has been used to synthesize 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis(2-hydroxyethoxy)calixarene, 8, 25,26,27,28-tetra(2-hydroxyethoxy)calix[4]arene, 9, 5,11,17,23,29,35-hexa-tert-butyl-37,38,39,40,4142-hexakis(2-hydroxyethoxy)calix[6]arene 10, 37,38,39,40,41,42-hexa(2-hydroxyethoxy)calix[6]arene, 11, 5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis(2-hydroxyethoxy)calix[8]arene, 12, and 49,50,51,52,53,54,55,56-octakis(2-hydroxyethoxy)calix[8]arene, 13. Compounds 2, 4, 5, 9, and 10 have been characterized by X-ray crystallography. The conformations of the tetrols, hexols, and octols have been computationally explored using molecular mechanics calculations.
• Supramolecular Features of Calixarene-Based Synthetic Nanotubes
  作者：Voltaire G. Organo、Alexander V. Leontiev、Valentina Sgarlata、H. V. Rasika Dias、Dmitry M. Rudkevich

  DOI：10.1002/anie.200500057

  日期：2005.5.13
• Moran Justin K., Georgiev Emil M., Yordanov Alex T., Mague Joel T., Round+, J. Org. Chem, 59 (1994) N 20, S 5990-5998
  作者：Moran Justin K., Georgiev Emil M., Yordanov Alex T., Mague Joel T., Round+

  DOI：——

  日期：——