1,1,1-Tris(carboxymethoxymethyl)ethan | 64020-00-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,1,1-Tris(carboxymethoxymethyl)ethan
• 英文别名: 1,1,1-Tris-(carboxymethoxymethyl)ethane；2-[3-(carboxymethoxy)-2-(carboxymethoxymethyl)-2-methylpropoxy]acetic acid
• CAS: 64020-00-4
• 化学式: C₁₁H₁₈O₉
• 分子量: 294.259
• InChiKey: SEVQAQDZZRMVFW-UHFFFAOYSA-N

物化性质

• 沸点：
  571.4±50.0 °C(Predicted)
• 密度：
  1.380±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  140
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,1,1-Tris(carboxymethoxymethyl)ethan 在 氢氧化钾 、 lithium aluminium tetrahydride 、 氯化亚砜 、 氢气 作用下， 以 四氢呋喃 、 吡啶 、 乙醇 、 氯仿 为溶剂， 反应 50.0h， 生成 1,1,1-tris[{2-[(8-quinolinyl)oxy]ethoxy}methyl]ethane
  参考文献：
  名称：

  Molecular Design of C-Pivot Tripodal Ligands:  Importance of the Glycerol Structure for Effective Complexation toward Alkali Metal Cations

  摘要：

  A new series of C-pivot tripodal ligands 1-4 containing a 2-methylglycerol unit were prepared and their complexation properties toward alkali metal cations were examined by measuring the extractability, stability constant in THF, characteristic absorption in the UV spectrum, change in the chemical shia in the H-1 NMR, and competitive passive transport. This type of compound (1-4) was found to possess excellent complexing ability and higher selectivity than another type of tripodal Ligand 5 derived from tris(hydroxymethyl)ethane. This remarkable difference in the stability constants was reasonably explained by considering that the former takes a three-dimensional coordination toward alkali metal cations by cooperatively using the three electron-donating arms but the latter does not. This finding clearly shows that a proper selection of the structure of the basic skeleton is important for the molecular design of C-pivot tripodal ligands.

  DOI：

  10.1021/jo971078+
• 作为产物：
  描述：

  1,1,1-三(羟甲基)乙烷 在 sodium hydroxide 作用下， 反应 3.0h， 生成 1,1,1-Tris(carboxymethoxymethyl)ethan
  参考文献：
  名称：

  骨架中含季碳原子的聚醚多元羧酸的制备

  摘要：

  氯化汞（II）催化将氯甲基醚（4a-c），（10a）和（11a）加到1-甲氧基-2-甲基丙-1-烯（5 ）中。所得氯醚的水解[例如。（6a）]得到3-烷氧基-2,2-二烷基丙醛[例如。（7a）]可以被氧化成相应的羧酸[例如。（8a）]在二氧化硒存在下用过氧化氢作为催化剂。聚（alkoxyacetic）氨基酸已经被通过与醇盐反应得到NN -dialkylchloroacetamides接着水解。因此，酸（12a–c）分别从2,2-二甲基丙烷-1,3-二醇，2-羟甲基-2-甲基丙烷-1,3-二醇和季戊四醇获得。

  DOI：

  10.1039/p19810000741

文献信息

• New Polypodal Polycarboxylic Ligands − Complexation of Rare-Earth Ions in Aqueous Solution
  作者：Romain Viguier、Guy Serratrice、Agnes Dupraz、Claude Dupuy

  DOI：10.1002/1099-0682(200107)2001:7<1789::aid-ejic1789>3.0.co;2-c

  日期：2001.7
• MCGRINDLE R.; MCALEES A. J., J. CHEM. SOC. PERKIN TRANS., 1981, PART 1, NO 3, 741-745
  作者：MCGRINDLE R.、 MCALEES A. J.

  DOI：——

  日期：——
• US4153726A
  申请人：——

  公开号：US4153726A

  公开（公告）日：1979-05-08
• US4219672A
  申请人：——

  公开号：US4219672A

  公开（公告）日：1980-08-26
• Molecular Design of C-Pivot Tripodal Ligands:  Importance of the Glycerol Structure for Effective Complexation toward Alkali Metal Cations
  作者：Kohji Kita、Toshiyuki Kida、Yohji Nakatsuji、Isao Ikeda

  DOI：10.1021/jo971078+

  日期：1997.11.1

  A new series of C-pivot tripodal ligands 1-4 containing a 2-methylglycerol unit were prepared and their complexation properties toward alkali metal cations were examined by measuring the extractability, stability constant in THF, characteristic absorption in the UV spectrum, change in the chemical shia in the H-1 NMR, and competitive passive transport. This type of compound (1-4) was found to possess excellent complexing ability and higher selectivity than another type of tripodal Ligand 5 derived from tris(hydroxymethyl)ethane. This remarkable difference in the stability constants was reasonably explained by considering that the former takes a three-dimensional coordination toward alkali metal cations by cooperatively using the three electron-donating arms but the latter does not. This finding clearly shows that a proper selection of the structure of the basic skeleton is important for the molecular design of C-pivot tripodal ligands.