methyl 2-(2-ethoxy-2-oxoethoxy)-2-phenylacetate | 1332305-91-5

• 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: methyl 2-(2-ethoxy-2-oxoethoxy)-2-phenylacetate
• 英文别名: Methyl 2-(2-ethoxy-2-oxoethoxy)-2-phenylacetate
• CAS: 1332305-91-5
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: WNCOIZHKCSUWCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-ethoxy-2-oxoethoxy)-2-phenylacetate 在 草酰氯 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Am/Eu extraction of novel TODGA derivatives

  摘要：

  Various ligands with structural modifications of the N,N,N',N'-tetraoctyl-3-oxapentanediamide (TODGA) skeleton were synthesised in good yields. These modifications include (1) the increase in chain length from one carbon to two carbons between the central ether oxygen atom and the amide moieties, (2) the addition of substituents on the carbon between the central oxygen atom and the amide moieties on one and both sides of the central oxygen, (3) the replacement of the central oxygen by a (substituted) nitrogen atom and (4) synthesis of a rigidified glycolamide. The effect of the structural modifications on their extraction behaviours toward Am(III) and Eu(III) at various nitric acid concentrations was studied. In most of the cases, the extraction does not exceed that of TODGA in the entire acidity range of 0.001-4mol/l HNO3. The extraction behaviour of monomethyl-TODGA derivative 10a resembles that of TODGA at high nitric acid concentrations. However, at lower acidities, its D values are much lower, which is beneficial for possible back-extraction steps. The aza-tripodal ligands 18a,b show reverse extraction properties compared to TODGA as far as the pH influence is concerned: at pH 2, the DAm values are 49.9 and 3.1, the DEu values are 5.9 and 0.2, and the SAm/Eu values are 8 and 11, respectively.

  DOI：

  10.1080/10610278.2010.506553
• 作为产物：
  描述：

  DL-扁桃酸甲酯 、 溴乙酸乙酯 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 2.0h， 以74%的产率得到methyl 2-(2-ethoxy-2-oxoethoxy)-2-phenylacetate
  参考文献：
  名称：

  Synthesis and Am/Eu extraction of novel TODGA derivatives

  摘要：

  Various ligands with structural modifications of the N,N,N',N'-tetraoctyl-3-oxapentanediamide (TODGA) skeleton were synthesised in good yields. These modifications include (1) the increase in chain length from one carbon to two carbons between the central ether oxygen atom and the amide moieties, (2) the addition of substituents on the carbon between the central oxygen atom and the amide moieties on one and both sides of the central oxygen, (3) the replacement of the central oxygen by a (substituted) nitrogen atom and (4) synthesis of a rigidified glycolamide. The effect of the structural modifications on their extraction behaviours toward Am(III) and Eu(III) at various nitric acid concentrations was studied. In most of the cases, the extraction does not exceed that of TODGA in the entire acidity range of 0.001-4mol/l HNO3. The extraction behaviour of monomethyl-TODGA derivative 10a resembles that of TODGA at high nitric acid concentrations. However, at lower acidities, its D values are much lower, which is beneficial for possible back-extraction steps. The aza-tripodal ligands 18a,b show reverse extraction properties compared to TODGA as far as the pH influence is concerned: at pH 2, the DAm values are 49.9 and 3.1, the DEu values are 5.9 and 0.2, and the SAm/Eu values are 8 and 11, respectively.

  DOI：

  10.1080/10610278.2010.506553

文献信息

• Synthesis and Am/Eu extraction of novel TODGA derivatives
  作者：Mudassir Iqbal、Jurriaan Huskens、Willem Verboom、Michal Sypula、Giuseppe Modolo

  DOI：10.1080/10610278.2010.506553

  日期：2010.11.1

  Various ligands with structural modifications of the N,N,N',N'-tetraoctyl-3-oxapentanediamide (TODGA) skeleton were synthesised in good yields. These modifications include (1) the increase in chain length from one carbon to two carbons between the central ether oxygen atom and the amide moieties, (2) the addition of substituents on the carbon between the central oxygen atom and the amide moieties on one and both sides of the central oxygen, (3) the replacement of the central oxygen by a (substituted) nitrogen atom and (4) synthesis of a rigidified glycolamide. The effect of the structural modifications on their extraction behaviours toward Am(III) and Eu(III) at various nitric acid concentrations was studied. In most of the cases, the extraction does not exceed that of TODGA in the entire acidity range of 0.001-4mol/l HNO3. The extraction behaviour of monomethyl-TODGA derivative 10a resembles that of TODGA at high nitric acid concentrations. However, at lower acidities, its D values are much lower, which is beneficial for possible back-extraction steps. The aza-tripodal ligands 18a,b show reverse extraction properties compared to TODGA as far as the pH influence is concerned: at pH 2, the DAm values are 49.9 and 3.1, the DEu values are 5.9 and 0.2, and the SAm/Eu values are 8 and 11, respectively.