2-[N-(2-hydroxyethyl)-C-phenylcarbonimidoyl]phenol | 723242-42-0

• 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: 2-[N-(2-hydroxyethyl)-C-phenylcarbonimidoyl]phenol
• CAS: 723242-42-0
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: FLAPRAGZBDSJHV-UHFFFAOYSA-N

物化性质

• 熔点：
  85-87 °C
• 沸点：
  387.2±42.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  52.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[N-(2-hydroxyethyl)-C-phenylcarbonimidoyl]phenol 、 2-萘硼酸 以 甲苯 为溶剂， 反应 24.0h， 以69%的产率得到(rac)-2-(naphthyl)benzo[j]-7-phenyl-6-aza-1,3-dioxa-2-borciclononen-6-ene
  参考文献：
  名称：

  Synthesis, characterization, X-ray studies and DFT calculations of fused five–six and seven–six membered ring of new heterobicyclic system of boron compounds

  摘要：

  Two tridentate ligands derivated from ethanolamines and 2-hydroxyacetophenone and 2-hydroxybenzophenone were reacted with phenylboronic acid and naphthylboronic acid in different proportions to obtain compounds 7a, 8b and 9a which are [4.3.0] and [4.5.0] heterobicyclic systems. Compounds 7a, 8b and 9a were fully characterized and the structures of 7a and 8b have been analyzed by X-ray diffraction, where a series of parameters such as bond distances, bond angles, torsion angles, tetrahedral character at the boron atom, steric effects and deviation of the boron atom from the mean plane have been evaluated and comparated. DFT calculations, PBE/6-31G(d,p), were performed in order to evaluate steric effects and the stability of [4.3.0] and [4.5.0] heterobicyclic system. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.08.039
• 作为产物：
  描述：

  2-羟基二苯甲酮 、 C.I.酸性橙108 以 乙醇 为溶剂， 反应 1.0h， 生成 2-[N-(2-hydroxyethyl)-C-phenylcarbonimidoyl]phenol
  参考文献：
  名称：

  Synthesis, characterization, X-ray studies and DFT calculations of fused five–six and seven–six membered ring of new heterobicyclic system of boron compounds

  摘要：

  Two tridentate ligands derivated from ethanolamines and 2-hydroxyacetophenone and 2-hydroxybenzophenone were reacted with phenylboronic acid and naphthylboronic acid in different proportions to obtain compounds 7a, 8b and 9a which are [4.3.0] and [4.5.0] heterobicyclic systems. Compounds 7a, 8b and 9a were fully characterized and the structures of 7a and 8b have been analyzed by X-ray diffraction, where a series of parameters such as bond distances, bond angles, torsion angles, tetrahedral character at the boron atom, steric effects and deviation of the boron atom from the mean plane have been evaluated and comparated. DFT calculations, PBE/6-31G(d,p), were performed in order to evaluate steric effects and the stability of [4.3.0] and [4.5.0] heterobicyclic system. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.08.039

文献信息

• Synthesis, characterization and X-ray studies of new chiral five-six-membered ring, [4.3.0] heterobicyclic system of monomeric boronates
  作者：José María Rivera、Susana Rincón、Norberto Farfán、Rosa Santillan

  DOI：10.1016/j.jorganchem.2011.03.006

  日期：2011.6

  Nine new boronates, six of them chiral, with five-six-membered ring heterobicycles were prepared by reaction of the Schiff bases and phenyl boronic acid. The boronates were fully characterized by spectroscopic techniques, NMR 1H, 13C, 11B, Infrared spectroscopy, mass spectrometry and elemental analysis. The reaction showed high diasteroselectivity, only in the case of compound 4c, containing a methyl

  通过席夫碱和苯基硼酸的反应制备了九种新的硼酸盐，其中六种为手性，具有五六元环杂环。通过光谱技术，1 H，13 C，11 B NMR ，红外光谱，质谱和元素分析对硼酸盐进行了全面表征。该反应显示出高的非对映选择性，仅在化合物4c在脂族部分中包含甲基取代基的情况下，诱导很低，得到两种非对映异构体的2∶1混合物。结果表明，杂环中优选的立体化学是五元环中的所有取代基和与硼原子相连的苯基均在同一侧。
• Study of the Reaction of Tridentate Ligands with Ferrocenyl Boronic Acid
  作者：Victor Barba、Rubí Xochipa、Rosa Santillan、Norberto Farfán

  DOI：10.1002/ejic.200300337

  日期：2004.1

  Evaluation of the reactivity of eight tridentate ligands derived from amino alcohols and salicylaldehyde, 2-hydroxyacetophenone, or 2-hydroxybenzophenone with ferrocenyl boronic acid has shown that the reaction leads to both monomeric and dimeric ferrocenyl boronates. A coordinative N−B bond is essential to give the tetrahedral boron atoms that are responsible for the formation of heterobicyclic structures

  对源自氨基醇和水杨醛、2-羟基苯乙酮或 2-羟基二苯甲酮的八种三齿配体与二茂铁基硼酸的反应性的评估表明，该反应产生单体和二聚二茂铁基硼酸酯。配位的 NB 键对于提供四面体硼原子是必不可少的，这些硼原子负责形成含有六、七和十个成员的杂双环结构。所有化合物的纯度和特性均通过分析和多核（1H、11B、13C）磁共振光谱数据明确确定。此外，二聚体 (2a) 和单体 (5b) 硼配合物的结构是通过 X 射线衍射分析建立的。二聚体化合物包含一个船-椅-船构象的十元环，而单体化合物具有椅子构象的七元环。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
• Synthesis and Characterization of a New Family of Bi-, Tri-, Tetra-, and Pentanuclear Ferric Complexes
  作者：Colette Boskovic、Andreas Sieber、Grégory Chaboussant、Hans U. Güdel、Jürgen Ensling、Wolfgang Wernsdorfer、Antonia Neels、Gael Labat、Helen Stoeckli-Evans、Stefan Janssen

  DOI：10.1021/ic049600f

  日期：2004.8.1

  Nine members of a new family of polynuclear ferric complexes have been synthesized and characterized. The reaction of Fe(O2CMe)(2) with polydentate Schiff base proligands (H2L) derived from salicylidene-2-ethanolamine, followed in some cases by reaction with carboxylic acids, has afforded new complexes of general formulas [Fe-2(PiC)(2)(L)(2)] (where pic(-) is the anion of 2-picolinic acid), [Fe-3(O2CMe)(3)(L)(3)], [Fe-4(OR)(2)(O2CMe)(2)(L)(4)], and [Fe5O(OH)(O2CR)(4)(L)(4)]. The tri-, tetra-, and pentanuclear complexes all possess unusual structures and novel core topologies. Mossbauer spectroscopy confirms the presence of high-spin ferric centers in the tri- and pentanuclear complexes. Variable-temperature magnetic measurements suggest spin ground states of S = 0, 1/2, 0, and 5/2 for the bi-, tri-, tetra-, and pentanuclear complexes, respectively. Fits of the magnetic susceptibility data have provided the magnitude of the exclusively antiferromagnetic exchange interactions. In addition, an easy-axis-type magnetic anisotropy has been observed for the pentanuclear complexes, with D values of approximately -0.4 cm(-1) determined from modeling the low-temperature magnetization data. A low-temperature micro-SQUID study of one of the pentanuclear complexes reveals magnetization hysteresis at nonzero field. This is attributed to an anisotropy-induced energy barrier to magnetization reversal that is of molecular origin. Finally, an inelastic neutron scattering study of one of the trinuclear complexes has revealed that the magnetic behavior arises from two distinct species.