环[辛[(5-(1,1,3,3-四甲基丁基)-2-羟基-1,3-亚苯基)亚甲基]] | 82452-92-4

• 分子结构分类: 有机化合物 - 苯类化合物
• 中文名称: 环[辛[(5-(1,1,3,3-四甲基丁基)-2-羟基-1,3-亚苯基)亚甲基]]
• 英文名称: cyclo>
• 英文别名: p-(1,1,3,3-tetramethylbutyl)calix<8>arene；p-tert-octylcalix[8]arene；cyclo{octa[[5-(1,1,3,3-tetramethylbutyl)-2-hydroxy-1,3-phenylene]methylene]}；5,11,17,23,29,35,41,47-Octakis(2,4,4-trimethylpentan-2-yl)nonacyclo[43.3.1.13,7.19,13.115,19.121,25.127,31.133,37.139,43]hexapentaconta-1(48),3,5,7(56),9,11,13(55),15,17,19(54),21,23,25(53),27(52),28,30,33(51),34,36,39(50),40,42,45(49),46-tetracosaene-49,50,51,52,53,54,55,56-octol
• CAS: 82452-92-4
• 化学式: C₁₂₀H₁₇₆O₈
• 分子量: 1746.71
• InChiKey: LAPRCXMWGDDFBH-UHFFFAOYSA-N

物化性质

• 熔点：
  343-345 °C
• 密度：
  1.019±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  39.7
• 重原子数：
  128
• 可旋转键数：
  24
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  162
• 氢给体数：
  8
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  环[辛[(5-(1,1,3,3-四甲基丁基)-2-羟基-1,3-亚苯基)亚甲基]] 在 三氯化铝 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以95%的产率得到冠-8-烯
  参考文献：
  名称：

  亲脂性大环化合物的合成，1 H NMR，13 C NMR光谱和开链配体的构象偏好

  摘要：

  已经合成了几种开链配体（多配位体）3和4，它们在以环四-1和八环为代表的亲脂性基质上引入了短的低聚乙二醇单元（-CH 2 CH 2 O）m CH 3（m = 1,2，）。由对丁基苯酚或对辛基苯酚与甲醛反应的碱催化反应获得的2种低聚物。1 H NMR和13 C NMR光谱数据已用于建立配体的构象自由度，这对阳离子结合研究非常重要。

  DOI：

  10.1016/0040-4020(82)80176-2
• 作为产物：
  描述：

  聚合甲醛 、 p-tert-octylphenol 在 氢氧化钾 作用下， 以 xylene 为溶剂， 生成 环[辛[(5-(1,1,3,3-四甲基丁基)-2-羟基-1,3-亚苯基)亚甲基]]
  参考文献：
  名称：

  Preparation of macrocyclon analogues: calix[8]arenes with extended polyethylene glycol chains

  摘要：

  A one-pot methodology has been developed for the preparation of macrocyclon mimics, i.e., calix[8]arenes containing hydrophobic alkyl substituents on the upper rim and hydrophilic polyethylene glycol chains on the lower rim. Compounds containing PEG chains of up to 24 repeating ethylene oxide (EO) units can be prepared. With increasing molecular weight, these amphiphilic compounds can be classified as macromolecules, and can be difficult to characterise as single molecules. The limitations of conventional analytical techniques are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.057

文献信息

• METAL COMPOUNDS OF CALIXARENES, DETERGENT COMPOSITIONS CONTAINING THEM AND USE THEREOF IN LUBRICANT COMPOSITIONS
  申请人：Eni S.p.A.

  公开号：US20180237375A1

  公开（公告）日：2018-08-23

  The present invention relates to a metal compound of calixarene not containing sulfur and dispersible in oil, which can be partially salified, or neutral, or basic or overbased, said calixarene having general formula (I) in which: a) R 1 , R 2 , R 3 and R 4 are independently selected from hydrogen, or a group containing carbon and hydrogen, or a group containing in addition to carbon and hydrogen also heteroatoms, provided that said heteroatoms are not sulfur; b) one of the two substituents R 5 and R 6 is hydrogen, while the other may be selected from hydrogen, or a linear or branched alkyl with a number of carbon atoms between 1 and 6, preferably methyl, ethyl, 1-propyl, 2-propyl, n-butyl, sec-butyl, more preferably methyl or ethyl; c) n is the number of units of the calixarene ring and is comprised in the range between 4 and 16, preferably between 5 and 12; said calixarene being characterized in that in at least one of the n units of the calixarene ring, at least one of the substituents R 1 , R 2 , R 3 and R 4 contains at least one acid group of carboxylic type available for the reaction with a metal base, with the proviso that said acid group of carboxylic type is not contained in a unit of the calixarene ring derived from salicylic acid.

  本发明涉及一种不含硫且可在油中分散的杯芳烃金属化合物，可以部分盐化，或中性，或碱性或过基化，所述杯芳烃具有通式（I），其中：a) R1、R2、R3和R4独立地选自氢，或含碳和氢的基团，或除碳和氢外还含有杂原子的基团，前提是所述杂原子不是硫；b) 两个取代基R5和R6中的一个是氢，而另一个可以选自氢，或具有1到6个碳原子的直链或支链烷基，优选是甲基、乙基、1-丙基、2-丙基、正丁基、异丁基，更优选是甲基或乙基；c) n是杯芳烃环的单位数，范围在4到16之间，优选在5到12之间；所述杯芳烃的特征在于，在杯芳烃环的至少一个n个单位中，至少一个取代基R1、R2、R3和R4中含有至少一个羧基的酸性羧基，可用于与金属碱发生反应，但前提是所述羧基不含在源自水杨酸的杯芳烃环的单位中。
• The selective functionalisation and difunctionalisation of p-substituted calix[6]arene and calix[8]arenes using hydrophilic moieties
  作者：Gwénaëlle Hervé、Dirk Uwe Hahn、Anne-Cécile Hervé、Kerry J. Goodworth、Alison M. Hill、Helen C. Hailes

  DOI：10.1039/b208649m

  日期：——

  Methodologies to access water soluble large ringed calixarenes in good yield using efficient synthetic procedures have been investigated. Symmetrical partial functionalisations at the lower rim are described using activated [n]ethylene glycol chains and the addition behaviour contrasted with that of bromoalkanenitriles which proceeds with no observed regioselectivity. Full functionalisations of the calixarenes bearing hydrophilic groups are then investigated and a two-step procedure established which appears to be generally applicable for the addition of different [n]ethylene glycol chains. Furthermore, difunctionalisation under different reaction conditions are described. Throughout, strategies for the characterisation of these high mass compounds are outlined.

  我们研究了利用高效合成程序以良好收率获得水溶性大环钙钛矿的方法。使用活化的 [n] 乙二醇链描述了下边缘的对称部分官能化，并将其加成行为与溴烷腈的加成行为进行了对比，后者在进行过程中没有观察到区域选择性。然后研究了带有亲水基团的钙烯烃的全官能化，并建立了一个两步程序，该程序似乎普遍适用于不同 [n] 乙二醇链的加成。此外，还介绍了不同反应条件下的双官能化过程。此外，还概述了这些高质化合物的表征策略。
• Processes for preparing calixarenes
  申请人：SI GROUP, INC.

  公开号：US10781154B2

  公开（公告）日：2020-09-22

  This invention relates to a process for preparing a calixarene compound by reacting a phenolic compound and an aldehyde in the presence of at least one nitrogen-containing base as a catalyst to form the calixarene compound. The invention also relates to processes for high-yield, high solid-content production of a calixarene compound, with high selectivity toward a high-purity calix[8]arene compound, without carrying out a recrystallization step.

  本发明涉及一种制备钙[8]烯化合物的工艺，其方法是在至少一种含氮碱作为催化剂的存在下，使酚类化合物和醛反应生成钙[8]烯化合物。本发明还涉及无需重结晶步骤即可高产、高固含量生产钙[8]烯化合物的工艺，该工艺对高纯度钙[8]烯化合物具有高选择性。
• Processes for preparing calix[4]arenes from calix[8]arenes
  申请人：SI GROUP, INC.

  公开号：US10843990B2

  公开（公告）日：2020-11-24

  This invention relates to a one-pot synthesis of a high-purity calix[4]arene compound by reacting a phenolic compound and an aldehyde in the presence of at least one nitrogen-containing base as a catalyst to form the calix[8]arene compound, and cleaving the calix[8]arene compound into a high-purity calix[4]arene compound, directly, without carrying out a purification step before the cleaving step. The invention also relates to an improved conversion of a calix[8]arene compound to a calix[4]arene compound, by cleaving a calix[8]arene compound in a glycol ether solvent having a boiling point of at least about 200° C., to result in a high-purity calix[4]arene compound, without using an antisolvent.

  本发明涉及一种高纯度钙[4]炔化合物的单锅合成方法，即在至少一种含氮碱作为催化剂的存在下，使酚类化合物和醛反应生成钙[8]炔化合物，并直接将钙[8]炔化合物裂解为高纯度钙[4]炔化合物，而无需在裂解步骤之前进行纯化步骤。本发明还涉及一种将钙[8]炔化合物转化为钙[4]炔化合物的改进方法，即在沸点至少约为 200 摄氏度的乙二醇醚溶剂中裂解钙[8]炔化合物，得到高纯度的钙[4]炔化合物，而无需使用反溶剂。
• Harrowfield, Jack M.; Mocerino, Mauro; Peachey, Brendan J., Journal of the Chemical Society, Dalton Transactions, 1996, p. 1687 - 1700
  作者：Harrowfield, Jack M.、Mocerino, Mauro、Peachey, Brendan J.、Skelton, Brian W.、White, Allan H.

  DOI：——

  日期：——