[5-(Hydroxymethyl)-2-(5,8,11-trioxa-2,14,16,18-tetrathiabicyclo[13.3.0]octadec-1(15)-en-17-ylidene)-1,3-dithiol-4-yl]methanol | 242807-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: [5-(Hydroxymethyl)-2-(5,8,11-trioxa-2,14,16,18-tetrathiabicyclo[13.3.0]octadec-1(15)-en-17-ylidene)-1,3-dithiol-4-yl]methanol
• CAS: 242807-90-5
• 化学式: C₁₆H₂₂O₅S₆
• 分子量: 486.744
• InChiKey: LSZDXBKAVNDRHQ-UHFFFAOYSA-N

物化性质

• 沸点：
  643.204±55.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.563±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  220
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [5-(Hydroxymethyl)-2-(5,8,11-trioxa-2,14,16,18-tetrathiabicyclo[13.3.0]octadec-1(15)-en-17-ylidene)-1,3-dithiol-4-yl]methanol 在 三溴化磷 、 四丁基碘化铵 作用下， 以 四氢呋喃 、 四氯化碳 、 甲苯 为溶剂， 反应 6.0h， 生成 17-(65,67-Dithiatritriacontacyclo[62.3.0.03,58.03,62.04,20.05,57.06,18.07,55.08,17.09,53.010,15.011,52.012,49.013,47.014,44.016,43.019,42.021,41.022,62.023,39.024,61.025,37.026,35.027,60.028,33.029,59.030,56.031,54.032,51.034,50.036,48.038,46.040,45]heptahexaconta-1(64),4(20),5(57),6(18),7(55),8(17),9(53),10(15),11,13,16(43),19(42),21(41),22,24(61),25,27(60),28,30(56),31(54),32,34,36,38(46),39,44,47,49,51,58-triacontaen-66-ylidene)-5,8,11-trioxa-2,14,16,18-tetrathiabicyclo[13.3.0]octadec-1(15)-ene
  参考文献：
  名称：

  四硫富瓦烯冠醚[60]富勒烯衍生物的合成及金属离子络合研究

  摘要：

  描述了含有电子供体四硫富瓦烯和金属络合冠醚的两种新型 [60] 富勒烯衍生物的合成，并通过固液萃取技术、循环伏安法和 1 H NMR 光谱研究了它们与碱金属阳离子的络合能力。

  DOI：

  10.1002/1099-0690(200004)2000:7<1157::aid-ejoc1157>3.0.co;2-z
• 作为产物：
  描述：

  5,8,11-Trioxa-2,14,16,18-tetrathiabicyclo<13.3.0>octadec-1(15)-en-17-thione 在 sodium tetrahydroborate 、 lithium chloride 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 [5-(Hydroxymethyl)-2-(5,8,11-trioxa-2,14,16,18-tetrathiabicyclo[13.3.0]octadec-1(15)-en-17-ylidene)-1,3-dithiol-4-yl]methanol
  参考文献：
  名称：

  Dithia-Crown-Annelated Tetrathiafulvalene Disulfides:  Synthesis, Electrochemistry, Self-Assembled Films, and Metal Ion Recognition

  摘要：

  The synthesis and electrochemistry of a series of tetrathiafulvalene (TTF) and dithia-crown-TTF derivatives attached with one or two disulfide group(s) 7a-f are reported. The self-assembled monolayers (SAMs) of these TTF disulfides on gold were prepared and characterized by reflection-absorption infrared spectroscopy. The SAMs are extremely stable under a wide variety of conditions and over extended periods of time and show remarkable electrochemical stability upon repeated potential scans. SAMs of the crown-TTF disulfides 7c,d,f can recognize alkali metal ions, and the process can be monitored following the electrochemical potential shift of the surface-confined TTF group.

  DOI：

  10.1021/jo000115l

文献信息

• Remarkably stable self-assembled monolayers of new crown-ether annelated tetrathiafulvalene derivatives and their cation recognition properties†
  作者：Haiying Liu、Shenggao Liu、Luis Echegoyen

  DOI：10.1039/a904249k

  日期：——

  Bis-thioctic ester derivatives of crown-ether annelated tetrathiafulvalenes (TTFs) form extremely stable self-assembled monolayers (SAMs) on gold electrodes and can recognize alkali metal ions by cyclic voltammetry.

  冠醚环化四硫杂戊烯（TTFs）的双硫代酯衍生物能在金电极上形成极其稳定的自组装单层（SAMs），并能通过循环伏安法识别碱金属离子。