C-heptylcalix[4]resorcinarene | 120578-24-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: C-heptylcalix[4]resorcinarene
• 英文别名: octahydroxytetraheptyl[1₄]metacyclophane；2,8,14,20-tetraheptyl-resorcinol；tetraheptylcalix[4]-resorcinarene；2,8,14,20-tetraheptylpentacyclo[19.3.1.13,7.19,13.115,19 ]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-4,6,10,12,16,18,22,24-octol；2,8,14,20-Tetraheptylpentacyclo[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-dodecaene-4,6,10,12,16,18,22,24-octol
• CAS: 120578-24-7
• 化学式: C₅₆H₈₀O₈
• 分子量: 881.246
• InChiKey: DWNBLAWBHQOLCT-UHFFFAOYSA-N

物化性质

• 沸点：
  981.8±60.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  19.2
• 重原子数：
  64
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  硼酸三丁酯 、 C-heptylcalix[4]resorcinarene 以 甲苯 为溶剂， 反应 0.75h， 以81%的产率得到2,8,14,20-tetraheptylpentacyclo[19.3.1.1(3,7).1(9.13).1(15,19)]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaen-6,10,12,16,18,22,24,4-tetrabutyl borate
  参考文献：
  名称：

  Borylation of calix[4]resorcinols under ultrasonic irradiation

  摘要：

  The use of ultrasonic irradiation in the reactions of trialkyl borates with octahydroxytetraoctyl[l (4)] metacyclophane allowed us obtaining tetraalkoxyboratocavitands with higher yields and under milder conditions. We first obtained 1,3,2-dioxaborolane and 1,3,2-dioxaborinane derivatives of tetraoctyl[l (4)]metacyclophane using ultrasonic irradiation. Boratocavitands were converted into the corresponding amine complexes with isobutylamine.

  DOI：

  10.1134/s107036321205009x
• 作为产物：
  描述：

  dipropan-2-yl [6,16,18-tris[di(propan-2-yloxy)phosphoryloxy]-2,8,14,20-tetraheptyl-10,12,22,24-tetrahydroxy-4-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] phosphate 以95%的产率得到
  参考文献：
  名称：

  Kaltschenko W. I., Shiwanjuk A. N., Pirozhenko W. W., Markowskiii L. N., Zh. obshh. khimii, 64 (1994) N 9, S 1562-1563

  摘要：

  DOI：

文献信息

• Synthesis of Novel Macrocyclic Ligands Containing Phosphoryl and Aminoacetal Fragments
  作者：Liudmila K. Kibardina、Liliya I. Vagapova、Alexander R. Burilov、Airat R. Garyfzyanov、Michael A. Pudovik

  DOI：10.1080/10426507.2012.740699

  日期：2013.1.1

  Abstract A method for the synthesis of novel phosphorylated aminoacetals was developed. The latter are involved in Mannich reaction as amine component with calix[4]resorcinol and formaldehyde to form tetrasubstituted macrocycles containing four acetal groups and four phosphonate (phosphine oxide) fragments on the “upper” rim of molecule with high yields. GRAPHICAL ABSTRACT

  摘要 开发了一种合成新型磷酸化氨基缩醛的方法。后者作为胺组分与杯[4]间苯二酚和甲醛参与曼尼希反应，以高产率在分子的“上”边缘形成含有四个缩醛基团和四个膦酸酯（氧化膦）片段的四取代大环。图形概要
• Synthesis and aggregation properties of novel amino acetals with the calix[4]resorcinol platform
  作者：A. R. Burilov、L. I. Vagapova、M. A. Pudovik、T. N. Pashirova、I. S. Ryzhkina、L. A. Kudryavtseva、A. P. Timosheva、W. D. Habicher、A. I. Konovalov

  DOI：10.1007/s11172-006-0352-6

  日期：2006.5

  Reactions of calixarenes with methylaminoacetaldehyde dimethyl acetal and formalin gave Mannich bases with the calixarene platform. It was found by dielcometric titration that calix[4]resorcinols with acetal groups in the aminomethyl fragment form head-to-head supra-molecular aggregates in chloroform at low concentrations.

  钙杂烯烃与甲氨基乙醛二甲缩醛和福尔马林反应，得到了以钙杂环烯烃为平台的曼尼希碱。通过双计量滴定法发现，氨甲基片段中含有缩醛基团的钙[4]间苯二酚在氯仿中低浓度时会形成头对头的超分子聚集体。
• New calix[4]resorcinols containing aldehyde fragments in the molecule
  作者：L. I. Vagapova、A. R. Burilov、M. A. Pudovik

  DOI：10.1007/s11172-009-0037-z

  日期：2009.1

  A reaction of calix[4]resorcinols with 3-ethylamino-2,2-dimethylpropanal and aqueous formaldehyde results in new calix[4]resorcinol derivatives including aldehyde fragments aminomethylated at the higher rim of the molecule. Depending on the structure of calixarenes and experimental conditions, products of mono and tetra substitution can be obtained.

  杯[4]间苯二酚与3-乙基氨基-2,2-二甲基丙醛和甲醛水溶液的反应产生新的杯[4]间苯二酚衍生物，包括在分子较高边缘氨基甲基化的醛片段。根据杯芳烃的结构和实验条件，可以得到单取代和四取代的产物。
• Emulsification of Calix[4]arenes Bearing Four Chains and Transportation of Cesium Ion through Liquid Surfactant-Membrane
  作者：Yoshifumi Koide、Hirotaka Sato、Hideto Shosenji、Kimiho Yamada

  DOI：10.1246/bcsj.69.315

  日期：1996.2

  Resorcinol-type calix[4]arenes bearing four alkyl side chains ([4]Ar-Rn) have been applied as a liquid surfactant-membrane in the concentration process of Cs+. [4]Ar-Rn formed a highly stable water-in-oil (w/o) emulsion for a mixture of toluene and HCl solution, and the w/o emulsion became a w/o/w emulsion by stirring it in a Cs+ solution. The Cs+ in the outer aqueous solution was transported through

  带有四个烷基侧链（[4]Ar-Rn）的间苯二酚型杯[4]芳烃已被用作Cs+浓缩过程中的液体表面活性剂膜。[4]Ar-Rn对甲苯和HCl溶液的混合物形成高度稳定的油包水（w/o）乳液，通过在Cs+溶液中搅拌，w/o乳液变成w/o/w乳液. 外部水溶液中的 Cs+ 通过 w/o/w 乳液的液体表面活性剂膜传输到内部 HCl 溶液中。[4]Ar-R6 是最有效的乳化剂，能够在带有不同长度烷基链的 [4]Ar-Rn 中携带 Cs+。在外溶液中最初 10 倍摩尔 Cs+ 时，最终传输的 Cs+ 量是 [4]Ar-R6 摩尔数的 9 倍，在 100 分钟内（周转数：9）。而且，
• Studies of Collectors. XIII. The Selective Flotation of Cesium Ion with Resorcinol-Type Calix[4]arenes with Alkyl Side Chains
  作者：Yoshifumi Koide、Tetsushi Oka、Akemi Imamura、Hideto Shosenji、Kimiho Yamada

  DOI：10.1246/bcsj.66.2137

  日期：1993.8

  The resorcinol-type calix[4]arenes with alkyl side chains, [4]Ar-Rn, were prepared and then investigated as flotation collectors of Cs+. Alkali metal ions (Na+, K+, Rb+, and Cs+) were extracted in the pH range of 9.5—12.5 with [4]Ar-Rn. Moreover, the surface-active [4]Ar-Rn had competence to float Cs+ as a complex in a foam film (adsorbates) when short-chain [4]Ar-Rn (n = 4—8) were used for foam fractionation, and as scum when long-chain [4]Ar-Rn (n = 8—16) were used for ion flotation. The Cs+ was floated selectively with [4]Ar-Rn from a mixture of Na+, K+, Rb+, and Cs+, due to the strong binding to Cs+.

  制备了具有烷基侧链的间苯二酚型钙[4]烯，即[4]Ar-Rn，并将其作为 Cs+ 的浮选捕集剂进行了研究。在 pH 值为 9.5-12.5 的范围内，[4]Ar-Rn 可萃取碱金属离子（Na+、K+、Rb+ 和 Cs+）。此外，当使用短链[4]Ar-Rn（n = 4-8）进行泡沫分馏时，表面活性[4]Ar-Rn 能使 Cs+ 以泡沫膜（吸附剂）中的复合物形式上浮；当使用长链[4]Ar-Rn（n = 8-16）进行离子浮选时，表面活性[4]Ar-Rn 能使 Cs+ 以浮渣形式上浮。由于 Cs+ 与 Na+、K+、Rb+ 和 Cs+ 的强结合力，[4]Ar-Rn 能从 Na+、K+、Rb+ 和 Cs+ 的混合物中选择性地浮选出 Cs+。