1,3-Xylyl-15-crown-4 ether | 57624-50-7

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1,3-Xylyl-15-crown-4 ether
• 英文别名: 3,6,9,12-Tetraoxabicyclo[12.3.1]octadeca-1(18),14,16-triene
• CAS: 57624-50-7
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: OXUXDPIGNIPVQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-Xylyl-15-crown-4 ether 以 甲苯 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Markies, Peter R.; Nomoto, Tateo; Akkerman, Otto S., Angewandte Chemie, 1988, vol. 100, # 8, p. 1143 - 1144

  摘要：

  DOI：
• 作为产物：
  描述：

  三乙二醇 、 间二溴苄 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以47%的产率得到1,3-Xylyl-15-crown-4 ether
  参考文献：
  名称：

  Comparative studies on 1,3-xylyl and 2-bromo-1,3-xylyl crown ethers as ion-selective electrodes

  摘要：

  1,3-Xylyl and 2-bromo-1,3-xylyl crown ethers have been tested as ion-selective electrodes in poly(vinyl chloride) (PVC) membranes. The pattern of selectivity appears to be essentially independent of ring size and probably reflects the ease with which substitution of water molecules from the inner hydration sphere of the ion can be effected. The ionophores have proved to be good K+ neutral carriers showing near-Nernstian responses to this ion, in the range 10(-1)-10(-4) M. The fixed-interference method was used to determine relative selectivity coefficients for all the electrodes. The highest selectivity for potassium relative to sodium, lithium, calcium, and magnesium was obtained with 1,3-xylyl-15-crown-5 ether using NPOE plasticizer. The compounds tested exhibited a fast Nernstian response to changes in K+ concentration, which was stable to within < 100-mu-V/h.

  DOI：

  10.1021/ac00020a016

文献信息

• Crown ether Grignard reagents; x-ray structure of 2-(bromomagnesio)-1,3-xylyl-15-crown-4
  作者：Peter R. Markies、Otto S. Akkerman、Friedrich. Bickelhaupt、Wilberth J. J. Smeets、Anthony L. Spek

  DOI：10.1021/ja00221a030

  日期：1988.6
• Gruter, Gert-Jan M.; Van Baar, Ben L. M.; Gerrits, Tom J., Journal of the Chemical Society. Perkin Transactions 2 (2001), 1996, vol. 5, p. 925 - 932
  作者：Gruter, Gert-Jan M.、Van Baar, Ben L. M.、Gerrits, Tom J.、Akkerman, Otto S.、Bickelhaupt, Friedrich、Barkow, Anja、Kuck, Dietmar

  DOI：——

  日期：——
• MARKIES, PETER R.;AKKERMAN, OTTO S.;BICKELHAUPT, FRIEDRICH;SMEETS, WILBER+, J. AMER. CHEM. SOC., 110,(1988) N 13, 4268-4292
  作者：MARKIES, PETER R.、AKKERMAN, OTTO S.、BICKELHAUPT, FRIEDRICH、SMEETS, WILBER+

  DOI：——

  日期：——
• REINHOUDT D. N.; GRAY R. T., TETRAHEDRON LETT. <TELE-AY>, 1975, NO 25, 2105-2108
  作者：REINHOUDT D. N.、 GRAY R. T.

  DOI：——

  日期：——
• Comparative studies on 1,3-xylyl and 2-bromo-1,3-xylyl crown ethers as ion-selective electrodes
  作者：Sudersan M. Tuladhar、Gwyn. Williams、Claudius. D'Silva

  DOI：10.1021/ac00020a016

  日期：1991.10.15

  1,3-Xylyl and 2-bromo-1,3-xylyl crown ethers have been tested as ion-selective electrodes in poly(vinyl chloride) (PVC) membranes. The pattern of selectivity appears to be essentially independent of ring size and probably reflects the ease with which substitution of water molecules from the inner hydration sphere of the ion can be effected. The ionophores have proved to be good K+ neutral carriers showing near-Nernstian responses to this ion, in the range 10(-1)-10(-4) M. The fixed-interference method was used to determine relative selectivity coefficients for all the electrodes. The highest selectivity for potassium relative to sodium, lithium, calcium, and magnesium was obtained with 1,3-xylyl-15-crown-5 ether using NPOE plasticizer. The compounds tested exhibited a fast Nernstian response to changes in K+ concentration, which was stable to within < 100-mu-V/h.