4-(β-Hydroxyethylamino)-pent-3-en-2-on | 16195-92-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(β-Hydroxyethylamino)-pent-3-en-2-on
• 英文别名: 4-(2-Hydroxyethyl)amino-3-penten-2-on；4-(2-hydroxyethylamino)-3-penten-2-one；2-N-(2-hydroxyethylimino)-4-pentanone；4-(2-hydroxy-ethylamino)-pent-3-en-2-one；acacaminolH2；4-(2-Hydroxyethylamino)pent-3-en-2-one
• CAS: 16195-92-9
• 化学式: C₇H₁₃NO₂
• mdl: MFCD15141949
• 分子量: 143.186
• InChiKey: CNRDGDCLFLAOFB-UHFFFAOYSA-N

物化性质

• 熔点：
  68-70 °C
• 沸点：
  114 °C(Press: 0.1 Torr)
• 密度：
  1.015±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.571
• 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-(β-Hydroxyethylamino)-pent-3-en-2-on 以 乙醇 、 氯仿 为溶剂， 生成 [Co(CH3C(O)CHC(CH3)NCH2CH2OH)2(bipy)]
  参考文献：
  名称：

  Synthesis and Physicochemical Properties of Some β‐Ketoaminato Cobalt(II) Chelates and Their Adducts with 2,2′‐Bipyridine and 1,10‐Phenanthroline

  摘要：

  The cobalt(II) beta-ketoamines complexes {Co[CH3C(O)CHC(CH3)NR](2); R = CH3, CH2(OH)CH2, C4H9} and ketoiminates {Co[CH3C(O)CH(CH3) C(-N(CH2)(n)N-)C(CH3)CHC(O)CH3]} and their adducts with 2,2'-bipyridine (bipy) and 1,10-phenanthroline (phen) have been synthesized and characterized by elemental analyses, magnetic susceptibility, conductivity, infrared, and electronic spectral measurements. The ligands coordinate to the cobalt ion in a bidentate manner using the N2O2 chromophore. The effective magnetic moments (mu(eff)) observed for the complexes are in the range of 4.20-5.30 BM. Electronic spectra results and magnetic susceptibility measurements are consistent with the adoption of a four-coordinate geometry for the cobalt(II) chelates and a six-coordinate octahedral geometry for the 2,2'-bipyridine and 1,10-phenanthroline adducts. The available conductance data in nitromethane indicates that the compounds are non-electrolytes.

  DOI：

  10.1081/sim-200026294
• 作为产物：
  描述：

  C.I.酸性橙108 、 乙酰丙酮 在 cerium(III) chloride 作用下， 以 水 为溶剂， 反应 1.67h， 以69%的产率得到4-(β-Hydroxyethylamino)-pent-3-en-2-on
  参考文献：
  名称：

  Cerium(III) Chloride Heptahydrate (CeCl3 · 7H2O) as an Efficient Enamination Catalyst in Aqueous Media

  摘要：

  七水合氯化铈(III) CeCl3 · 7H2O 在室温下于水相中催化β-二羰基化合物与一级胺的烯胺化反应，以高化学选择性得到相应的β-烯胺酮。

  DOI：

  10.1007/s11178-005-0363-z

文献信息

• New boronates prepared from 2,4-pentanedione derived ligands of the NO2 and N2O2 type – comparison to the complexes obtained from the corresponding salicylaldehyde derivatives
  作者：Mario Sánchez、Obdulia Sánchez、Herbert Höpfl、Maria-Eugenia Ochoa、Dolores Castillo、Norberto Farfán、Susana Rojas-Lima

  DOI：10.1016/j.jorganchem.2003.11.032

  日期：2004.2

  heterocycle had been reported, it becomes apparent that there may be differences in reactivity when comparing 2,4-pentanedione and salicylaldehyde derived ligands. The molecular compositions of the boron complexes prepared from acacenH2 and acacpenH2 are analogous to the corresponding salen and salpen derivatives, however, the presence of two methyl groups in the six-membered chelate rings generates some structural

  2,4-戊二酮（=乙酰丙酮）已与2-氨基乙醇，1,2-二氨基乙烷和1,3-二氨基丙烷反应生成NO 2和N 2 O 2型配体，分别为acacaminolH 2，acacenH 2和acpenH 2，它们在结构上和电子上与衍生自水杨醛的相应配体（salaminolH 2和salenH 2）相关。在acacaminolH 2与苯基硼酸反应后，获得了双核单体配合物，该配合物包含一个三和一个四配位的硼原子，以及一个六元和一个七元杂环。由于使用了salaminolH 2已经报道了具有中心10元杂环的二聚配合物，当比较2，4-戊二酮和水杨醛衍生的配体时，很明显在反应性上可能存在差异。由acacenH 2和acacpenH 2制备的硼配合物的分子组成它们类似于相应的salen和salpen衍生物，但是，在六元螯合环中存在两个甲基会产生一些结构变化，最重要的是中央杂环的船构象的变形。这是通过计算方法预测的，
• Cerium(III) Chloride Heptahydrate (CeCl3 · 7H2O) as an Efficient Enamination Catalyst in Aqueous Media
  作者：M. M. Khodaei、A. R. Khosropour、M. Kookhazadeh

  DOI：10.1007/s11178-005-0363-z

  日期：2005.10

  Cerium(III) chloride heptahydrate CeCl3 · H2O catalyzes enamination of β-dicarbonyl compounds with primary amines in aqueous medium at room temperature to afford the corresponding β-enamino ketones with high chemoselectivity.

  七水合氯化铈(III) CeCl3 · 7H2O 在室温下于水相中催化β-二羰基化合物与一级胺的烯胺化反应，以高化学选择性得到相应的β-烯胺酮。
• The role of a Lewis acid in the Nenitzescu indole synthesis
  作者：Valeriya S. Velezheva、Andrey I. Sokolov、Albert G. Kornienko、Konstantin A. Lyssenko、Yulia V. Nelyubina、Ivan A. Godovikov、Alexander S. Peregudov、Andrey F. Mironov

  DOI：10.1016/j.tetlet.2008.09.087

  日期：2008.12

  A highly efficient Lewis acid-catalyzed method for the Nenitzescu synthesis of 5-hydroxyindoles with a range of substituents at N-1 and C-3 and symmetric 5,5′-dihydroxydiindoles has been developed. The amount of the catalyst (10–100 mol %) required depended on the nature of the enaminone component. It has been shown that Lewis acid plays a role in enaminone component activation through an enamine-ZnC12

  已开发出一种高效的路易斯酸催化方法，用于Nenitzescu合成在N-1和C-3处具有一系列取代基和对称5,5'-二羟基二吲哚的5-羟基吲哚。所需的催化剂量（10–100 mol％）取决于烯胺酮组分的性质。已经显示路易斯酸通过烯胺-ZnCl 2络合物随后去质子化在烯胺酮组分活化中起作用。
• Enamination of β-Dicarbonyl Compounds Catalyzed by CeCl₃·7H₂O at ­Ambient Conditions: Ionic Liquid and Solvent-Free Media
  作者：Mohammad Khodaei、Ahmad Khosropour、Mehdi Kookhazadeh

  DOI：10.1055/s-2004-830879

  日期：——

  Enamination of a wide various primary amines was successfully carried out in the presence of catalytic amounts of cerium chloride heptahydrate in ionic liquid and solvent-free conditions as 'green' media under mild reaction conditions.

  在离子液体中催化量的七水氯化铈和无溶剂条件下，在温和的反应条件下，作为“绿色”介质，成功地进行了多种伯胺的烯化。
• Novel group IV metal precursors and chemical vapor deposition method using thereof
  申请人：SAMSUNG ELECTRONICS CO., LTD.

  公开号：EP1184365A3

  公开（公告）日：2003-08-06

  Disclosed herein is an organometallic precursor of a formula M(L)2 for use in formation of metal oxide thin films, in which M is a group IV metal ion having a charge of +4 and L is a tridentate ligand having a charge of -2, the ligand being represented by the following formula (I): wherein each of R1 and R2, independently, is a linear or branched C1~8 alkyl group; and R3 is a linear or branched C1~8 alkylene group. Also, there is disclosed a chemical vapor deposition method which comprises forming a metal oxide thin film on a substrate using the organometallic precursor. The precursor exhibits excellent volatility, thermal property and hydrolytic stability. The precursor is particularly suitable for the deposition of a multi-component metal oxide thin film containing a group IV metal such as titanium.

  本文揭示了一种有机金属前体，其化学式为M(L)2，用于形成金属氧化物薄膜，其中M是具有+4电荷的四价IV族金属离子，L是具有-2电荷的三牙配体，该配体由以下化学式(I)表示：其中R1和R2中的每一个独立地是线性或支链的C1~8烷基基团；R3是线性或支链的C1~8亚烷基基团。此外，还揭示了一种化学气相沉积方法，其中使用该有机金属前体在基底上形成金属氧化物薄膜。该前体具有出色的挥发性、热性能和水解稳定性。该前体特别适用于沉积含有IV族金属（如钛）的多组分金属氧化物薄膜。