5-(sym-dibenzo-16-crown-5-oxy)pentanoic acid | 79503-72-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(sym-dibenzo-16-crown-5-oxy)pentanoic acid
• 英文别名: 5-(2,6,13,16,19-Pentaoxatricyclo[18.4.0.07,12]tetracosa-1(24),7,9,11,20,22-hexaen-4-yloxy)pentanoic acid
• CAS: 79503-72-3
• 化学式: C₂₄H₃₀O₈
• 分子量: 446.497
• InChiKey: LHCKCZCDXNOODS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  92.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-溴戊酸 、 sym-(hydroxy)dibenzo-16-crown-5 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 5-(sym-dibenzo-16-crown-5-oxy)pentanoic acid
  参考文献：
  名称：

  Separation of yttrium-90 from strontium-90 by solvent extraction with ionizable crown ethers

  摘要：

  sym-Dibenzo-16-crown-5-oxyacetic acid and its analogues are selective for the extraction of Y3+ over Sr2+ from aqueous solutions into chloroform. The selectivity and the pH range of extraction are influenced by the structure of the ligand. The size of the macrocyclic cavity, the tether length of the lariat, the attachment of alkyl functional groups to the lariat, and the identity of the ionizable group can affect selectivity and extraction efficiency. When the carboxylic acid at the terminal end of the lariat is replaced by a hydroxamic acid, the selectivity for Y3+ over Sr2+ is significantly increased. Using these ionizable crown ethers as extractants, Y-90 fractions of greater than 99.9% purity can be obtained in a single solvent extraction step from solutions of Sr-90.

  DOI：

  10.1021/ac00058a009

文献信息

• Synthesis and acidity of crown ethers with pendant carboxylic acid groups
  作者：Richard A. Bartsch、Gwi Suk Heo、Sang Ihn Kang、Yung Liu、Jerzy Strzelbicki

  DOI：10.1021/jo00342a016

  日期：1982.1
• BARTSCH, R. A.;HEO, GWI, SUK;KANG, SANG, IHN;LIU, YUNG;STRZELBICKI, J., J. ORG. CHEM., 1982, 47, N 3, 457-460
  作者：BARTSCH, R. A.、HEO, GWI, SUK、KANG, SANG, IHN、LIU, YUNG、STRZELBICKI, J.

  DOI：——

  日期：——
• Separation of yttrium-90 from strontium-90 by solvent extraction with ionizable crown ethers
  作者：Donald J. Wood、S. Elshani、H. S. Du、N. R. Natale、C. M. Wai

  DOI：10.1021/ac00058a009

  日期：1993.5.15

  sym-Dibenzo-16-crown-5-oxyacetic acid and its analogues are selective for the extraction of Y3+ over Sr2+ from aqueous solutions into chloroform. The selectivity and the pH range of extraction are influenced by the structure of the ligand. The size of the macrocyclic cavity, the tether length of the lariat, the attachment of alkyl functional groups to the lariat, and the identity of the ionizable group can affect selectivity and extraction efficiency. When the carboxylic acid at the terminal end of the lariat is replaced by a hydroxamic acid, the selectivity for Y3+ over Sr2+ is significantly increased. Using these ionizable crown ethers as extractants, Y-90 fractions of greater than 99.9% purity can be obtained in a single solvent extraction step from solutions of Sr-90.