5,11,17,23,29,35-六(氯甲基)-37,38,39,40,41,42-六甲氧基-七环[31.3.1.13,7.19,13.115,19.121,25.127,31]四十二碳-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-十八烯 | 124006-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 5,11,17,23,29,35-六(氯甲基)-37,38,39,40,41,42-六甲氧基-七环[31.3.1.13,7.19,13.115,19.121,25.127,31]四十二碳-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-十八烯
• 英文名称: 37,38,39,40,41,42-hexamethoxy-5,11,17,23,29,35-hexakis(chloromethyl)calix<6>arene
• 英文别名: 5,11,17,23,29,35-Hexakis(chloromethyl)-37,38,39,40,41,42-hexamethoxycalix<6>arene；5,11,17,23,29,35-hexachloromethyl-37,38,39,40,41,42-hexamethoxycalix<6>arene；5,11,17,23,29,35-hexakis(chloromethyl)-37,38,39,40,41,42-hexamethoxycalix[6]arene；5,11,17,23,29,35-hexachloromethyl-37,38,39,40,41,42-hexamethoxycalix[6]arene；hexa-O-methyl-p-(chloromethyl)calix<6>arene；37,38,39,40,41,42-hexamethoxy-5,11,17,23,29,35-hexakis(chloromethyl)calix[6]arene；Hexachloromethyl-hexamethoxycalix-[6]arene；5,11,17,23,29,35-hexakis(chloromethyl)-37,38,39,40,41,42-hexamethoxyheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15,17,19(40),21(39),22,24,27(38),28,30,33(37),34-octadecaene
• CAS: 124006-38-8
• 化学式: C₅₄H₅₄Cl₆O₆
• 分子量: 1011.74
• InChiKey: CHHIYAIFEABSLY-UHFFFAOYSA-N

物化性质

• 熔点：
  273-275 °C
• 沸点：
  1055.0±65.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  66
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  isopropyl diphenylphosphinite 、 5,11,17,23,29,35-六(氯甲基)-37,38,39,40,41,42-六甲氧基-七环[31.3.1.13,7.19,13.115,19.121,25.127,31]四十二碳-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-十八烯 反应 3.0h， 以60%的产率得到5,11,17,23,29,35-hexakis(diphenylphosphinylmethyl)-37,38,39,40,41,42-hexamethoxycalix[6]arene
  参考文献：
  名称：

  摘要：

  A series of calix[6]arenes substituted with phosphoryl functional groups were prepared by the Arbuzov reaction of hexakis(chloromethyl)calix[6]arene hexamethyl ether with isopropyl esters of trivalent phosphorus acids, followed by appropriate chemical transformations. Molecular modeling and NMR data show that phosphorylated calix[6]arenes exist in the stereochemically labile 1,2-alternate conformation. The extractive power of these compounds with respect to americium and europium was studied. Due to the cooperative binding of the metal cation with phosphoryl groups, the phosphorylated calixarenes are more effective extractants than their acylcic analogs and commercial organophosphorus extractants.

  DOI：

  10.1023/a:1023389128977
• 作为产物：
  描述：

  氯甲基辛基醚 、 37,38,39,40,41,42-六甲氧基-七环[31.3.1.13,7.19,13.115,19.121,25.127,31]四十二碳-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-十八烯 在 四氯化锡 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以90%的产率得到5,11,17,23,29,35-六(氯甲基)-37,38,39,40,41,42-六甲氧基-七环[31.3.1.13,7.19,13.115,19.121,25.127,31]四十二碳-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-十八烯
  参考文献：
  名称：

  卡利沙芳烃的氯甲基化和新型水溶性大环宿主的合成

  摘要：

  在室温下，使用氯甲基正辛基醚和 SnCl4 在氯仿中对 calix[4]芳烃 1a 以及 calix[6]芳烃 1b 和 calix[8]芳烃 1c 的甲醚进行氯甲基化，首次以良好的产率进行了。氯甲基化产物 2a-c 已被用作中间体，在卡利沙芳烃上引入膦酸基团，使这些大环具有水溶性，并可能在宿主客体化学中发挥作用。

  DOI：

  10.1016/s0040-4020(01)80077-6

文献信息

• Water-Soluble Calixarenes as New Inverse Phase-Transfer Catalysts. Their Scope in Aqueous Biphasic Alkylations and Mechanistic Implications
  作者：Shoichi Shimizu、Takashi Suzuki、Seiji Shirakawa、Yasuyuki Sasaki、Choichiro Hirai

  DOI：10.1002/1615-4169(200206)344:3/4<370::aid-adsc370>3.0.co;2-3

  日期：2002.6

  Alkylation reactions of active methylene compounds, alcohols and phenols with alkyl halides in aqueous NaOH solution can be carried out without the need for any added organic solvents in most cases. The water-soluble calix[n]arenes, which contain trimethylammoniomethyl groups on the upper rim, were used as inverse phase-transfer catalysts, resulting in the corresponding alkylated products in good to

  在大多数情况下，无需任何添加的有机溶剂即可在 NaOH 水溶液中进行活性亚甲基化合物、醇和酚与烷基卤化物的烷基化反应。水溶性杯[n]芳烃在上缘含有三甲基氨甲基，用作反相转移催化剂，得到相应的烷基化产物，产率从良好到高产率。讨论了该方法在水性双相烷基化反应中的范围和机理意义。
• Capsule-like Assemblies in Polar Solvents
  作者：Reza Zadmard、Matthias Junkers、Thomas Schrader、Thomas Grawe、Arno Kraft

  DOI：10.1021/jo034592q

  日期：2003.8.1

  derivatives bearing four cationic groups at their upper rim. Each cation is bound by two anions, and vice versa, in a mutual chelate arrangement, reinforced by a network of ionic hydrogen bonds. These multiple electrostatic interactions lead to the formation of highly stable capsule-like assemblies even in polar protic solvents such as methanol and water. In the capsule interior a cavity is formed that is in

  在其上边缘具有四个阴离子基团的杯[4]芳烃衍生物与在其上边缘具有四个阳离子基团的互补杯[4]芳烃衍生物形成离散的1：1络合物。每个阳离子以相互螯合的方式被两个阴离子键合，反之亦然，并通过离子氢键网络增强。这些多重静电相互作用甚至在极性质子溶剂如甲醇和水中也导致形成高度稳定的胶囊状组件。在胶囊内部形成一个腔，该腔原则上足够大，可以包封小的脂肪族和芳香族客体（170-230 A（3））。水中的蒙特卡洛模拟可重复产生相同的规则优化结构。如分子动力学计算所证实的，它们的主要区别在于它们的内部体积和柔韧性。大多数半球可以通过四（氯甲基）或四溴杯[4]芳烃中间体合成。相反的杯芳烃[6]芳烃也形成强配合物，但没有发现锥状构型锁定的迹象。利用Job图，NMR滴定，NOESY和可变温度实验以及ESI-MS测量研究了杯芳烃[4]芳烃结构单元中球形复合物的形成。针对酒精，亚砜，苯衍生物和铵以及吡嗪鎓客体进行了旨
• New water-soluble calixarenes modified with amino acids at the upper rim
  作者：Takeshi Nagasaki、Yusuke Tajiri、Seiji Shinkai

  DOI：10.1002/recl.19931120617

  日期：——

  Calix[n]arenes (n = 4 and 6) modified with L-cysteines were synthesized. These calix[n]arenes were water-soluble, particularly, at acidic and basic pH regions. The critical micelle concentrations (estimated by surface tension) appeared at (0.50-3.2) · 10−5 M. The “hydrophobicity” of these cavities was estimated by fluorescence of 8-anilino-1-naphthalene-sulfonate (ANS): it showed that these calix[n]arenes

  合成了用L-半胱氨酸修饰的杯[ n ]芳烃（n = 4和6）。这些杯[ Ñ ]芳烃是水溶性的，特别是，在酸性和碱性pH区域。临界胶束浓度（通过表面张力估计）出现在（0.50-3.2）·10 -5 M处。这些腔的“疏水性”是通过8-苯胺基-1-萘磺酸盐（ANS）的荧光来估计的：这些杯[ ñ ]芳烃成为最疏水的在pH 5-6。客体夹杂物的选择性受到中等pH值的显着影响。
• Molecular design of calixarene-based host molecules for inclusion of C60 in solution
  作者：Koji Araki、Kiyotaka Akao、Atsushi Ikeda、Tsuyoshi Suzuki、Seiji Shinkai

  DOI：10.1016/0040-4039(95)02105-1

  日期：1996.1

  Calix[6]arenes bearing N,N-dialkylaniline units or m-phenylenediamine units were synthesized to capture C60 in organic solution: the association constants (7.9–1.1 × 102 dm3mol−1) were the largest values obtained so far, indicating that calix[6]arene acts as an excellent platform to facilitate the cooperative action of the donor groups.

  杯[6]芳烃轴承Ñ，Ñ -dialkylaniline单元或中号苯二胺单元，合成到捕获Ç 60在有机溶液：在缔合常数（7.9-1.1×10 2分米3摩尔-1）的迄今为止所获得的最大值，表明calix [6] arene是促进捐助者团体合作行动的绝佳平台。
• A New Calix[6]arene-Based Uranophile with Phosphonate Groups as Ligands
  作者：Takeshi Nagasaki、Takashi Arimura、Seiji Shinkai

  DOI：10.1246/bcsj.64.2575

  日期：1991.8

  A new calix[6]arene-based uranophile which has six phosphonomethyl groups on the upper rim was synthesized. This compound forms a 1 : 1 complex with uranyl ion (UO22+). The stability constant was estimated to be 1017.5 M−1, which is satisfactorily comparable with those for calix[6]arene-based uranophiles bearing OH or COOH groups on the lower rim.

  合成了一种新型的杯[6]芳烃基亲铀试剂，其上缘具有六个膦酰基甲基。该化合物与铀酰离子 (UO22+) 形成 1:1 的复合物。稳定性常数估计为 1017.5 M-1，与下缘带有 OH 或 COOH 基团的杯[6]芳烃基亲铀试剂的稳定性常数相当。