3,3,6,6,9,9-六甲基-4,8-二氮杂十一烷-2,10-二酮二肟 | 95300-36-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3,3,6,6,9,9-六甲基-4,8-二氮杂十一烷-2,10-二酮二肟
• 英文名称: 3,3,6,6,9,9-hexamethyl-4,8-diazaundecane-2,10-dione dioxime
• 英文别名: 4,8-diaza-3,3,6,6,9,9-hexamethyl-undeca-2,10-dione dioxime
• CAS: 95300-36-0
• 化学式: C₁₅H₃₂N₄O₂
• 分子量: 300.445
• InChiKey: PMZOXUJBLXEORE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  21.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  89.24
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate 、 3,3,6,6,9,9-六甲基-4,8-二氮杂十一烷-2,10-二酮二肟 以 水 为溶剂， 生成 Cu(3,3,6,6,9,9-hexamethyl-4,8-diazaundecane-2,10-dione dioxime)(2+)
  参考文献：
  名称：

  铜（II）与重氮二肟络合的动力学和机理

  摘要：

  四个重氮二肟，3,3,8,8-四甲基-4,7-二氮杂十二烷-2,9-二酮二肟（L 1），3,3,9,9-四甲基-4,8-二氮杂十二烷-的质子化常数2,10-二酮二肟（L 2），3,3,6,6,9,9-六甲基-4,8-​​二氮杂十一烷-2,10-二酮二肟（L 3）和3,3,10,10 -四甲基-4,9-二氮十二烷-2,11-二酮二肟（L 4）已在0.10 mol dm -3 NaClO 4中进行了电位测定。在25.0±0.1°C下。通过电位测定技术和电子光谱的测量，定量研究了它们的铜（II）配合物的形成以及在这些配合物的两个肟位点处的去质子反应。使用停止流技术获得的络合动力学表明，铜（II）和未质子化的配体之间形成的第一个铜（II）-氨基氮键是决定速率的步骤，质子损失是限制速率的步骤。铜（II）与单质子化的配体反应的步骤 结合空间，感应和环应变效应，讨论了热力学，光谱和动力学数据。

  DOI：

  10.1016/s0277-5387(99)00087-x
• 作为产物：
  描述：

  3-溴-3-甲基-2-丁酮 在 盐酸羟胺 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 3,3,6,6,9,9-六甲基-4,8-二氮杂十一烷-2,10-二酮二肟
  参考文献：
  名称：

  An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies

  摘要：

  Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-fetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in goad yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.

  DOI：

  10.1016/s0040-4020(01)85336-9

文献信息

• Lee, Tsong-Jen; Chang, Yian; Chung, Chung-Sun, Acta Crystallographica, Section C: Crystal Structure Communications, 1990, vol. 46, p. 2360 - 2363
  作者：Lee, Tsong-Jen、Chang, Yian、Chung, Chung-Sun、Wang, Yun-Ming

  DOI：——

  日期：——
• An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies
  作者：Palaniappa Nanjappan、Natarajan Raju、Kondareddiar Ramalingam、David P. Nowotnik

  DOI：10.1016/s0040-4020(01)85336-9

  日期：1994.1

  Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-fetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in goad yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.
• Kinetics and mechanism of the complexation reaction of copper(II) with diazadioximes
  作者：Yun-Ming Wang、Chung-Sun Chung、Jem-Mau Lo、Ya-Ling Wu

  DOI：10.1016/s0277-5387(99)00087-x

  日期：1999.5

  formation of their copper(II) complexes and the deprotonation reactions at the two oxime sites of these complexes have been investigated quantitatively by the potentiometric technique and by the measurement of their electronic spectra. The kinetics of complexation obtained by using the stopped-flow technique indicate that the first copper(II)–amino nitrogen bond formation between copper(II) and the unprotonated

  四个重氮二肟，3,3,8,8-四甲基-4,7-二氮杂十二烷-2,9-二酮二肟（L 1），3,3,9,9-四甲基-4,8-二氮杂十二烷-的质子化常数2,10-二酮二肟（L 2），3,3,6,6,9,9-六甲基-4,8-​​二氮杂十一烷-2,10-二酮二肟（L 3）和3,3,10,10 -四甲基-4,9-二氮十二烷-2,11-二酮二肟（L 4）已在0.10 mol dm -3 NaClO 4中进行了电位测定。在25.0±0.1°C下。通过电位测定技术和电子光谱的测量，定量研究了它们的铜（II）配合物的形成以及在这些配合物的两个肟位点处的去质子反应。使用停止流技术获得的络合动力学表明，铜（II）和未质子化的配体之间形成的第一个铜（II）-氨基氮键是决定速率的步骤，质子损失是限制速率的步骤。铜（II）与单质子化的配体反应的步骤 结合空间，感应和环应变效应，讨论了热力学，光谱和动力学数据。