5-tetradecyl-4,7-dioxa-1,9-decadiene | 151331-30-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-tetradecyl-4,7-dioxa-1,9-decadiene
• 英文别名: 1,2-Bis(prop-2-enoxy)hexadecane
• CAS: 151331-30-5
• 化学式: C₂₂H₄₂O₂
• 分子量: 338.574
• InChiKey: WZGLACYOASIOKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  24
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-tetradecyl-4,7-dioxa-1,9-decadiene 在 sodium hydroxide 、 sodium tetrahydroborate 、 三氟化硼乙醚 、 双氧水 作用下， 反应 26.0h， 生成 5-tetradecyl-4,7-dioxa-1,10-decanediol bis-p-toluenesulfonate
  参考文献：
  名称：

  Design and synthesis of highly selective ionophores for lithium ion based on 14-crown-4 derivatives for an ion-selective electrode

  摘要：

  Highly Li+-selective ionophores based on 14-crown-4 derivatives were designed and synthesized, and the relationship of their molecular structures and ion selectivities was investigated in order to obtain a highly Li+-selective electrode. The ion selectivities were examined with 11 kinds of 14-crown-4 derivatives, which were prepared according to the proposed two types of Li+ ionophore models. Excellent Li+-selective ionophores were obtained by introducing a bulky ''block'' subunit into the ethano-bridge section of the base crown ring, which effectively prevents the formation of a 2:1 or 3:1 sandwich-type complex consisting of the crown ether and cations larger than Li+. The best Li+/Na+ selectivity (more than 1000) was obtained for the electrode using the 14-crown-4 derivative with a bulky decalin subunit. These results offer the general ion selectivity features of 14-crown-4-based compounds.

  DOI：

  10.1021/ac00071a012
• 作为产物：
  描述：

  1,2-十六烷二醇 、 3-溴丙烯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 23.0h， 以82%的产率得到5-tetradecyl-4,7-dioxa-1,9-decadiene
  参考文献：
  名称：

  基于N-苄氧基酰胺衍生物的新型Hg 2+受体的合成及其在阴离子选择电极中的应用

  摘要：

  合成了具有两个N-苄氧基酰胺基团的新型Hg 2+受体，它们对金属的络合能力阳离子被检查。形成的复合物的结构通过电喷雾质谱 和 1 H NMR光谱。酰胺基团的去质子化使受体与Hg 2+形成稳定的复合物。作为该中性Hg 2+络合物的应用，制备了与阳离子添加剂结合的阴离子选择电极，并显示出对碘化物阴离子具有提高的选择性的抗霍夫迈斯特选择性图案。电极的总选择性模式是我-  > CLO 4 -  > SCN - ≈溴-  >水杨酸-  > NO 2 -  >氯-  > NO 3 - »HCO 3 -  > SO 4 2-  >˚F - >ħ 2 PO 4 -。

  DOI：

  10.1039/b008978h

文献信息

• Silver Ion Selective Optodes Based on Novel Thia Ether Compounds
  作者：Hideaki. Hisamoto、Eriko. Nakagawa、Kazuhisa. Nagatsuka、Yoko. Abe、Sayaka. Sato、Dwi. Siswanta、Koji. Suzuki

  DOI：10.1021/ac00104a003

  日期：1995.4.15

  Flow-through type fiber-optic silver ion selective optodes based on novel cyclic and noncyclic thia crown ether compounds and a Lipophilic anionic indicator dye have been developed. Pellicular octadecylsilica beads were coated with a lipophilic organic liquid containing the thia ether compound as the silver ion selective ionophore and LAD-3 as the color changeable indicator dye, The optode system was constructed by packing these color changeable ion sensing beads ina now-through optical cell (cell volume, 7 mu L) having a quartz window attached directly to the distal end of a bifurcated optical fiber. The optode based on a lipophilic thia crown ether that has two sulfur atoms (tetradecyl-14-dithiacrown-4) exhibited the most sensitive response to silver ion of all the optodes investigated. This optode could detect silver ion in concentrations ranging from 10(-6) to 10(-2) M at pH 7.0 with 0.05 M Tris-H2SO4 buffer as the flowing solution by measuring the absorbance change in the sensing beads at 516 mm. This optode showed a higher selective response to Ag+ without any interference from other transition metal ions, except for Hg2+, up to 10(-3) M, as well as alkali metal and alkaline earth metal ions up to 1 M. Optodes employing highly lipophilic ionophores showed good reproducible response to Ag+ for at least 2 weeks.
• Design and synthesis of highly selective ionophores for lithium ion based on 14-crown-4 derivatives for an ion-selective electrode
  作者：Koji. Suzuki、Hiroyuki. Yamada、Kazunari. Sato、Kazuhiko. Watanabe、Hideaki. Hisamoto、Yoshito. Tobe、Kazuya. Kobiro

  DOI：10.1021/ac00071a012

  日期：1993.12.1

  Highly Li+-selective ionophores based on 14-crown-4 derivatives were designed and synthesized, and the relationship of their molecular structures and ion selectivities was investigated in order to obtain a highly Li+-selective electrode. The ion selectivities were examined with 11 kinds of 14-crown-4 derivatives, which were prepared according to the proposed two types of Li+ ionophore models. Excellent Li+-selective ionophores were obtained by introducing a bulky ''block'' subunit into the ethano-bridge section of the base crown ring, which effectively prevents the formation of a 2:1 or 3:1 sandwich-type complex consisting of the crown ether and cations larger than Li+. The best Li+/Na+ selectivity (more than 1000) was obtained for the electrode using the 14-crown-4 derivative with a bulky decalin subunit. These results offer the general ion selectivity features of 14-crown-4-based compounds.
• Synthesis of novel Hg2+ receptors based on N-benzyloxyamide derivatives and their application to anion-selective electrodes†
  作者：Shin-ichi Sasaki、Tsuyoshi Amano、Satoru Ozawa、Tomomi Masuyama、Daniel Citterio、Hideaki Hisamoto、Hisao Hori、Koji Suzuki

  DOI：10.1039/b008978h

  日期：——

  receptors to form stable complexes with Hg2+. As an application of this neutral Hg2+ complex, an anion-selective electrode combined with a cationic additive is prepared, and exhibits an anti-Hofmeister selectivity pattern with enhanced selectivity for the iodide anion. The overall selectivity pattern of the electrode is I− > ClO4− > SCN− ≈ Br− > salicylate− > NO2− > Cl− > NO3− ≫ HCO3− > SO42− > F− > H2PO4−

  合成了具有两个N-苄氧基酰胺基团的新型Hg 2+受体，它们对金属的络合能力阳离子被检查。形成的复合物的结构通过电喷雾质谱 和 1 H NMR光谱。酰胺基团的去质子化使受体与Hg 2+形成稳定的复合物。作为该中性Hg 2+络合物的应用，制备了与阳离子添加剂结合的阴离子选择电极，并显示出对碘化物阴离子具有提高的选择性的抗霍夫迈斯特选择性图案。电极的总选择性模式是我-  > CLO 4 -  > SCN - ≈溴-  >水杨酸-  > NO 2 -  >氯-  > NO 3 - »HCO 3 -  > SO 4 2-  >˚F - >ħ 2 PO 4 -。