3,5-bis(benzyloxycarbonyl)-cis,cis-1,3,5-trimethylcyclohexane-1-carboxylic acid | 195006-39-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-bis(benzyloxycarbonyl)-cis,cis-1,3,5-trimethylcyclohexane-1-carboxylic acid
• 英文别名: Kemp's triacid dibenzyl ester
• CAS: 195006-39-4
• 化学式: C₂₆H₃₀O₆
• 分子量: 438.521
• InChiKey: LANVUUUPFSDZDU-OOSCYNTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  89.9
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3,5-bis(benzyloxycarbonyl)-cis,cis-1,3,5-trimethylcyclohexane-1-carboxylic acid 在 氯化亚砜 作用下， 生成 (1S,3R,5S)-5-Chlorocarbonyl-1,3,5-trimethyl-cyclohexane-1,3-dicarboxylic acid dibenzyl ester
  参考文献：
  名称：

  Imide and tribenzyl ester derivatives of Kemp's triacid

  摘要：

  Two derivatives of Kemp's triacid (cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic acid) have been structurally characterized. The imide cis,cis-N-(4-n-butylphenyl)-5-carboxy-l,3,5-trimethylcyclohexane-1,3-dicarboximide crystallizes either pure (C22H29NO4) or as a methanol solvate (C22H29NO4.CH(3)0H) in which the solvent molecule is hydrogen bonded to imide and carboxyl-O atoms. The triester derivative, tribenzyl cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylate (C33H36O6), presents the concave shape characteristic of many such derivatives.

  DOI：

  10.1107/s0108270198018241
• 作为产物：
  描述：

  KEMP'S TRIACID 、 苯甲醇 在 氯化亚砜 、 三乙胺 作用下， 生成 3,5-bis(benzyloxycarbonyl)-cis,cis-1,3,5-trimethylcyclohexane-1-carboxylic acid
  参考文献：
  名称：

  Imide and tribenzyl ester derivatives of Kemp's triacid

  摘要：

  Two derivatives of Kemp's triacid (cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic acid) have been structurally characterized. The imide cis,cis-N-(4-n-butylphenyl)-5-carboxy-l,3,5-trimethylcyclohexane-1,3-dicarboximide crystallizes either pure (C22H29NO4) or as a methanol solvate (C22H29NO4.CH(3)0H) in which the solvent molecule is hydrogen bonded to imide and carboxyl-O atoms. The triester derivative, tribenzyl cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylate (C33H36O6), presents the concave shape characteristic of many such derivatives.

  DOI：

  10.1107/s0108270198018241

文献信息

• Synthesis and Evaluation of Superior Calcium and Mercury Transport by Simple Monocarboxylic Acids of Kemp’s Triacid
  作者：Takuji Hirose、Zhen-He Wang、Bruce W. Baldwin、Tadafumi Uchimaru、Kazuyuki Kasuga

  DOI：10.1246/bcsj.72.865

  日期：1999.4

  Transport abilities of alkaline earth, transition, and heavy metal ions were examined for three kinds of disubstituted monoacid derivatives of Kemp’s triacid as transport agents for a liquid membrane system. Diamide derivatives showed high transport ability for CaII over MgII, with selectivity ratios greater than 25. Imide monoacids were also CaII selective. For transition and heavy metal ions, all monoacids including diester monoacid showed very high HgII transport, but with different selectivities depending on the functional group. High HgII/AgI ( = 24), HgII/CuII ( = 194), and HgII/PbII ( = 85) selectivities were observed for diamide, diester, and imide monoacids, respectively. The transport mechanisms are discussed for alkaline earth, transition, and heavy metal ions utilizing ion chromatography analysis of anions co-transported.

  研究了坎普三酸的三种二取代一元酸衍生物作为液膜系统传输剂的碱土金属离子、过渡金属离子和重金属离子的传输能力。二酰胺衍生物对 CaII 的传输能力高于对 MgII 的传输能力，选择性比大于 25。酰亚胺一元酸对 CaII 也具有选择性。对于过渡金属离子和重金属离子，包括二酯一元酸在内的所有一元酸都表现出非常高的 HgII 转运，但根据官能团的不同具有不同的选择性。对于二酰胺、二酯和酰亚胺一元酸，分别观察到高 HgII/AgI (= 24)、HgII/CuII (= 194) 和 HgII/PbII (= 85) 选择性。利用共转运阴离子的离子色谱分析讨论了碱土金属离子、过渡金属离子和重金属离子的转运机制。