4-(3-Hydroxy-1-propyl)-amino-3-penten-2-on | 70157-13-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(3-Hydroxy-1-propyl)-amino-3-penten-2-on
• 英文别名: (Z)-4-(3-hydroxypropylamino)pent-3-en-2-one
• CAS: 70157-13-0
• 化学式: C₈H₁₅NO₂
• 分子量: 157.213
• InChiKey: OSGUQWJSSNHWPJ-SREVYHEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3-Hydroxy-1-propyl)-amino-3-penten-2-on 、 3-亚苄基-2,4-戊二酮 以 ethano; 为溶剂， 以73.9%的产率得到5-N-(2-hydroxypropyl)amino-2,4-diacetyl-1-methyl-3-phenyl-4-cyclohexen-1-ol
  参考文献：
  名称：

  Synthesis of substituted 5-N-(R)amino-4-cyclohexyl-1-ols by the reaction of secondary enaminones of β-dicarbonyl compounds with chalcones

  摘要：

  Reaction of secondary enaminones of acetylacetone or acetoacetic ester with chalcones at room temperature, is shown to lead to 5-N-(R)amino-4-cyclohexen-1-ols, distinctly to the reaction of the related primary derivatives leading to 1,4-dihydropyridines. Tertiary enaminones of identical structure are found not reacting with chalcones under the similar conditions. The reasons for the difference in the behavior of primary, secondary and tertiary enaminones in the reaction with chalcones are discussed.

  DOI：

  10.1134/s1070363211100203
• 作为产物：
  描述：

  乙酰丙酮 、 3-氨基-1-丙醇 在 甲酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以93%的产率得到4-(3-Hydroxy-1-propyl)-amino-3-penten-2-on
  参考文献：
  名称：

  A study on the development of CVD precursors V – syntheses and characterization of new N-alkoxy-β-ketoiminate complexes of titanium

  摘要：

  The synthesis and characterization of various new titanium N-alkoxy-beta-ketoiminate complexes are reported. Reactions between N-alkoxy-beta-ketoimine ligands and Ti(O-iPr)4 resulted in dimeric [Ti(O-iPr)(2)(N-alkoxy-beta-ketoiminate)](2) complexes or monomeric [Ti(N-alkoxy-beta-ketoiniinate)(2)] ones depending on the amount of ligands. Terdentate N-alkoxy-beta-ketoiminate ligands do not prevent dimer complexes from undergoing disproportional rearrangement to produce Ti(O-iPr)(4) and [Ti(N-alkoxy-beta-ketoiminate)(2)]. The mechanism of this behavior is too complicated but it may include the dissociation and recoordination of ligands. Crystal structures of [Ti(N-alkoxy-beta-ketoiminate)(2)] (MeC(O)CHC(Me)NC(Et)CH2O (3f) and t-BuC(O)CHC(Me)NCH2CH(Me)O (3k)) show that these are distorted octahedron and beta-ketoiminate ligands appear to coordinate as a beta-imino enolate. Two terdentate beta-ketoiminate ligands coordinate meridionally and they are perpendicular to each other. Thermal characteristics of monomeric and dimeric titanium complexes were determined by TGA and DSC and these are reasonably volatile as potential precursors of TiO2 thin films. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2003.10.008

文献信息

• Singh,R.V.; Tandon,J.P., Journal fur praktische Chemie (Leipzig 1954), 1978, vol. 320, p. 1021 - 1028
  作者：Singh,R.V.、Tandon,J.P.

  DOI：——

  日期：——
• Singh,R.V.; Tandon,J.P., Journal fur praktische Chemie (Leipzig 1954), 1979, vol. 321, p. 141 - 150
  作者：Singh,R.V.、Tandon,J.P.

  DOI：——

  日期：——
• SHARMA R. K.; SING R. V.; TANDON J. P., SYNTH. AND REACTIVE INORG. AND METAL-ORG. CHEM., 1980, 10, NO 3, 221-242
  作者：SHARMA R. K.、 SING R. V.、 TANDON J. P.

  DOI：——

  日期：——
• A study on the development of CVD precursors V – syntheses and characterization of new N-alkoxy-β-ketoiminate complexes of titanium
  作者：Sunkwon Lim、Bohyun Choi、Yo-sep Min、Daesig Kim、Il Yoon、Shim Sung Lee、Ik-Mo Lee

  DOI：10.1016/j.jorganchem.2003.10.008

  日期：2004.1

  The synthesis and characterization of various new titanium N-alkoxy-beta-ketoiminate complexes are reported. Reactions between N-alkoxy-beta-ketoimine ligands and Ti(O-iPr)4 resulted in dimeric [Ti(O-iPr)(2)(N-alkoxy-beta-ketoiminate)](2) complexes or monomeric [Ti(N-alkoxy-beta-ketoiniinate)(2)] ones depending on the amount of ligands. Terdentate N-alkoxy-beta-ketoiminate ligands do not prevent dimer complexes from undergoing disproportional rearrangement to produce Ti(O-iPr)(4) and [Ti(N-alkoxy-beta-ketoiminate)(2)]. The mechanism of this behavior is too complicated but it may include the dissociation and recoordination of ligands. Crystal structures of [Ti(N-alkoxy-beta-ketoiminate)(2)] (MeC(O)CHC(Me)NC(Et)CH2O (3f) and t-BuC(O)CHC(Me)NCH2CH(Me)O (3k)) show that these are distorted octahedron and beta-ketoiminate ligands appear to coordinate as a beta-imino enolate. Two terdentate beta-ketoiminate ligands coordinate meridionally and they are perpendicular to each other. Thermal characteristics of monomeric and dimeric titanium complexes were determined by TGA and DSC and these are reasonably volatile as potential precursors of TiO2 thin films. (C) 2003 Elsevier B.V. All rights reserved.
• Synthesis of substituted 5-N-(R)amino-4-cyclohexyl-1-ols by the reaction of secondary enaminones of β-dicarbonyl compounds with chalcones
  作者：M. S. Sargsyan、S. S. Hayotsyan、A. Kh. Khachatryan、A. E. Badasyan、S. G. Kon’kova

  DOI：10.1134/s1070363211100203

  日期：2011.10

  Reaction of secondary enaminones of acetylacetone or acetoacetic ester with chalcones at room temperature, is shown to lead to 5-N-(R)amino-4-cyclohexen-1-ols, distinctly to the reaction of the related primary derivatives leading to 1,4-dihydropyridines. Tertiary enaminones of identical structure are found not reacting with chalcones under the similar conditions. The reasons for the difference in the behavior of primary, secondary and tertiary enaminones in the reaction with chalcones are discussed.