5,11,17,23-四(2-甲基-2-丙基)-26,28-二[2-(甲硫基)乙氧基]五环[19.3.1.13,7.19,13.115,19]二十八-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-十二烯-25,27-二醇 | 145237-25-8

• 物质功能分类: 分析化学 - 分析试剂 - 常用分析试剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 5,11,17,23-四(2-甲基-2-丙基)-26,28-二[2-(甲硫基)乙氧基]五环[19.3.1.13,7.19,13.115,19]二十八-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-十二烯-25,27-二醇
• 中文别名: 银离子载体IV
• 英文名称: 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis[2-(methylthio)ethoxy]calix(4)arene
• 英文别名: 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-dihydroxy-26,28-bis[2-(methylthio)ethoxy]calix[4]arene；Silver ionophore IV；5,11,17,23-tetratert-butyl-26,28-bis(2-methylsulfanylethoxy)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-25,27-diol
• CAS: 145237-25-8；184181-06-4
• 化学式: C₅₀H₆₈O₄S₂
• 分子量: 797.22
• InChiKey: DKWOMOMMOUZRFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  56
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  2-二乙氨基氯乙烷盐酸盐 、 5,11,17,23-四(2-甲基-2-丙基)-26,28-二[2-(甲硫基)乙氧基]五环[19.3.1.13,7.19,13.115,19]二十八-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-十二烯-25,27-二醇 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到5,11,17,23-Tetrakis-(1,1-dimethylethyl)-25,27-bis(methylthioethoxy)-26,28-bis<(diethylamine)ethoxy>calix(4)arene
  参考文献：
  名称：

  新型含混合供体原子的下缘杯杯[4]芳烃衍生物的合成，表征和X射线衍射研究

  摘要：

  含有四噻吩官能团的新的下缘对-叔丁基杯[4]芳烃衍生物以及具有两个不同悬垂臂的衍生物交替排列，其中一种在所有情况下均为甲基硫烷基取代基，而另一种为叔胺（脂族脂环族）或甲基噻吩或酰胺取代基已被合成并以1 H和13为特征在298 K的氯仿中进行13 C NMR光谱分析。讨论了相转移催化在杯芳烃衍生物合成中的应用。5,11,17,23-四-（1,1-二甲基乙基）-25,26,27,28-四-[2-（噻吩基）甲氧基]杯[4]芳烃1a和5的X射线衍射研究，11,17,23-四-（1,1-二甲基乙基）-25,27-双[（2-甲基硫烷基）乙氧基] -26,28-双[2-（二乙基氨基）乙氧基]杯[4]芳烃2b被报道。

  DOI：

  10.1039/a802410c
• 作为产物：
  描述：

  2-氯乙基甲基硫醚 、 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以67%的产率得到5,11,17,23-四(2-甲基-2-丙基)-26,28-二[2-(甲硫基)乙氧基]五环[19.3.1.13,7.19,13.115,19]二十八-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-十二烯-25,27-二醇
  参考文献：
  名称：

  Transduction of selective recognition of heavy metal ions by chemically modified field effect transistors (CHEMFETs)

  摘要：

  Specifically substituted calix[4]arenes that complex selectively silver (2), copper (13), cadmium (23), and lead (29) cations were synthesized via di- and tetraalkylation of p-tert-butylcalix[4]arene. Calix[4]arenes derivatized with thioether, thioamide, and dithiocarbamoyl functionalities could be obtained in high overall yields. Integrated on a chemically modified field effect transistor (CHEMFET) the selective complexation of heavy metal ions by these calix[4]arenes is transduced directly into an electrical signal. An architecture for CHEMFETs is used in which a hydrophilic polyHEMA hydrogel is covalently attached between the gate oxide surface of a modified ISFET and the hydrophobic sensing membrane that contains the receptor molecule. CHEMFETs based on the calix[4]arene (2) with two diametrically substituted thioether functionalities responded selectively (60 mV decade-1) to a change in silver activity in the aqueous solution in the presence of potassium, calcium, cadmium, and copper ions (log K(ij) less-than-or-equal-to -4). The selectivity toward mercury (log K(ij) = -2.7) is comparable to the best neutral carrier based ISE so far. The calix[4]arene (13), with four dithiocarbamoyl groups, incorporated in a CHEMFET responsed Nernstian (30 mV decade-1) to a change in copper activity. The calix[4]arene (23), which has four dimethylthiocarbamoylmethoxyethoxy substituents, was selective in a CHEMFET (30 mV decade-1) toward cadmium in the presence of calcium and potassium ions. Two classes of ionophores can be distinguished for the selective detection of lead(II) cations by CHEMFETs, oxamide and thioamide ionophores, respectively. Tetrasubstitution of the calix[4]arene with thioamide groups (29) is a prerequisite for the selective detection of lead and leads to a highly selective CHEMFET (log K(ij) -3.4 to -5.2).

  DOI：

  10.1021/ja00052a063

文献信息

• New Lower Rim Calix(4)arene Derivatives with Mixed Pendent Arms and Their Complexation Properties for Alkali-Metal Cations. Structural, Electrochemical, and Thermodynamic Characterization
  作者：Angela F. Danil de Namor、Nawar Al Rawi、Oscar E. Piro、Eduardo E. Castellano、Elizabet Gil

  DOI：10.1021/jp0131976

  日期：2002.1.1

  The synthesis and characterization (1H NMR) of two new lower rim calix(4)arene derivatives containing mixed pendent arms, namely, 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis[2-(methylthio)etho...

  两种新的含有混合侧臂的下缘杯 (4) 芳烃衍生物的合成和表征 (1H NMR)，即 5,11,17,23-四(1,1-二甲基乙基)-25,27-双[2 -(甲硫基)乙醚...