1,2-propylenebis(acetylacetoneimine) | 13294-02-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-propylenebis(acetylacetoneimine)
• 英文别名: bis(acetylacetone)propylenediamine；1,2-bis-(1-methyl-3-oxo-but-1-enylamino)-propane；1,2-Bis-(1-methyl-3-oxo-but-1-enylamino)-propan；1,2-Di-(2-acetyl-1-methylvinylamino)-propan；Bis-(2,4-pentandion)-1,2-propylendiimin；Bis(acetylaceton)-1,2-diiminopropan；4-[2-(4-Oxopent-2-en-2-ylamino)propylamino]pent-3-en-2-one
• CAS: 13294-02-5
• 化学式: C₁₃H₂₂N₂O₂
• 分子量: 238.33
• InChiKey: YNWCJGDKZCSJOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-propylenebis(acetylacetoneimine) 、 copper hydroxide 以 乙醇 为溶剂， 生成 N,N′‐bis(acetylacetone)propylenediiminecopper(II)
  参考文献：
  名称：

  Influence of the Structure on the Antioxidant Activity of Tetradentate Schiff Bases and their Copper(II) Complexes: Possible Mechanisms

  摘要：

  The influence of the structure on the antioxidant activity of a series of Schiff bases and their copper(II) complexes as well as possible mechanisms of antioxidant activity were investigated. Schiff bases are derived from the condensation of ethane-1,2-diamine or propane-1,2-diamine and pentane-2,4-dione and/or 1-phenylbutane-1,3-dione. The corresponding complexes were synthesized. The antioxidant activity in vitro, determined using reversed-phase thin layer chromatography assay (RP TLC) based on the reaction with 2,2'-diphenyl-1-picrylhydrazyl, was expressed as Trolox equivalent antioxidant capacity (TEAC). The influence of the structure was observed on the basis of interpretable and informative descriptors calculated by hybrid density functional theory (DFT) methods. Structural features responsible for the antioxidant activity of the investigated compounds were discussed. Copper(II) complexes showed a significantly higher antioxidant activity than their corresponding ligands. Calculated quantum-chemical descriptors gave an insight to the reaction mechanism of the scavenging/antioxidant activity of tetradentate Schiff bases and their copper(II) complexes and two different reaction mechanisms were proposed.

  DOI：

  10.5935/0103-5053.20130167
• 作为产物：
  描述：

  1,2-丙二胺 、 乙酰丙酮 生成 1,2-propylenebis(acetylacetoneimine)
  参考文献：
  名称：

  二氮杂s。第V部分2,3-二氢-1 H -1,4-二氮杂s

  摘要：

  当将β-二酮和脂肪族1,2-二胺的等摩尔混合物在乙酸中加热时，会形成2,3-二氢-1 H -1,4-二氮杂derivatives衍生物。但是，如果将这些反应物的2：1混合物保持在室温下（无论是在醇中还是在无溶剂中），都将产生开链缩合产物。甘氨酰胺与乙酰丙酮反应生成偶氮甲碱而不是二氮杂pine。过氢的1,4-二氮杂pine不能脱氢成二氢二氮杂pine。2，3-二氢-1 H -1,4-二氮杂吡啶鎓阳离子非常稳定，这是由二氮杂的p K值及其对高锰酸盐氧化的相对稳定性所证明的。

  DOI：

  10.1039/j39660000780

文献信息

• Diazepines. Part V. 2,3-Dihydro-1H-1,4-diazepines
  作者：Douglas Lloyd、Ronald H. McDougall、Donald R. Marshall

  DOI：10.1039/j39660000780

  日期：——

  open-chain condensation products result. Glycinamide reacts with acetyl-acetone to give an azomethine rather than a diazepine. Perhydro-1,4-diazepine could not be dehydrogenated to a dihydrodiazepine. The 2,3-dihydro-1H-1,4-diazepinium cation is very stable, as evinced by the pK values of the diazepine and by its relative stability to permanganate oxidation.

  当将β-二酮和脂肪族1,2-二胺的等摩尔混合物在乙酸中加热时，会形成2,3-二氢-1 H -1,4-二氮杂derivatives衍生物。但是，如果将这些反应物的2：1混合物保持在室温下（无论是在醇中还是在无溶剂中），都将产生开链缩合产物。甘氨酰胺与乙酰丙酮反应生成偶氮甲碱而不是二氮杂pine。过氢的1,4-二氮杂pine不能脱氢成二氢二氮杂pine。2，3-二氢-1 H -1,4-二氮杂吡啶鎓阳离子非常稳定，这是由二氮杂的p K值及其对高锰酸盐氧化的相对稳定性所证明的。
• Dilli, Sergio; Patsalides, Emilios, Australian Journal of Chemistry, 1981, vol. 34, p. 1579 - 1592
  作者：Dilli, Sergio、Patsalides, Emilios

  DOI：——

  日期：——
• Mandal, Science and Culture, 1943, vol. 9, p. 90
  作者：Mandal

  DOI：——

  日期：——
• Inner Complex Chelates. I. Analogs of Bisacetylacetoneethylenediimine and its Metal Chelates^1,2
  作者：Paul J. McCarthy、Richard J. Hovey、Keihei Ueno、A. E. Martell

  DOI：10.1021/ja01627a011

  日期：1955.11
• Slow-motional ESR spectra for vanadyl complexes and their model dependence
  作者：Robert F. Campbell、Jack H. Freed

  DOI：10.1021/j100457a038

  日期：1980.10