2-(1-(2-hydroxyethyl)-1H-pyrazol-3-yl)phenol | 1268716-13-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1-(2-hydroxyethyl)-1H-pyrazol-3-yl)phenol
• 英文别名: 2-[3-(2-hydroxyphenyl)-1H-pyrazol-1-yl]ethanol；2-[1-(2-Hydroxyethyl)pyrazol-3-yl]phenol
• CAS: 1268716-13-7
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: KOHUHGYZBXIKAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  58.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 2-(1-(2-hydroxyethyl)-1H-pyrazol-3-yl)phenol 、 nickel(II) acetate tetrahydrate 在 NaOH 作用下， 以 甲醇 为溶剂， 以22%的产率得到
  参考文献：
  名称：

  Reversible Solvatomagnetic Effect in Novel Tetranuclear Cubane-Type Ni₄ Complexes and Magnetostructural Correlations for the [Ni₄(μ₃-O)₄] Core

  摘要：

  A new family of tetranuclear nickel cube complexes [Ni4L4(solv)(4)} (1, solv = MeOH; 2, solv = H2O; H2L = pyrazole-based tridentate {ONO} ligand) has been studied in detail, in particular by X-ray diffraction and superconducting quantum interference device (SQUID) magnetometry. Different solvates 1 center dot H2O, 2 center dot 4C(3)H(6)O, 2-CH2Cl2, and 2 center dot H2O were obtained in crystalline form. Only small structural variations were found for the Ni-O-Ni angles of the [Ni4O4] cores of those compounds, but these slight variations have dramatic consequences for the magnetic properties. [Ni4L4(MeOH)(4)}center dot H2O (1 center dot H2O) and [Ni4L4(H2O)(4)]center dot H2O (2 center dot H2O) can be reversibly interconverted in the solid state by exposure to the respective solvent, MeOH or H2O, and this goes along with a switching of the spin ground state from magnetic (S-T = 4) to diamagnetic (S-T = 0). Likewise the (irreversible) loss of lattice solvent in [Ni4L4(H2O)(4)]center dot 4C(3)H(6)O (2 center dot 4C(3)H(6)O) to give 2 center dot 2C(3)H(6)O changes the ground state from S-T = 4 to S-T = 0. In view of these dramatic solvatomagnetic effects for the present [Ni4L4(solv)(4)] complexes, which occur upon extrusion of lattice solvent or facile exchange of coordinated solvent molecules while keeping the robust [Ni4O4] core intact, a note of care is issued: whenever magnetic data are obtained for powdered material or for crystals that easily loose lattice solvent molecules, the magnetic properties may not necessarily reflect the situation observed in the corresponding single crystal diffraction study. Finally, a thorough analysis of the present series of complexes as well as other {Ni-4(mu(3)-OR)(4)} cubes reported in the literature confirms that a correlation between the (Ni-O-Ni)(av) bond angle and J in {Ni4O4} cubane complexes does indeed exist.

  DOI：

  10.1021/ic300535d
• 作为产物：
  描述：

  2-肼基乙醇 、 1-(2-hydroxyphenyl)-3-dimethylaminoprop-2-enone 以 甲醇 为溶剂， 反应 3.0h， 以44%的产率得到2-(1-(2-hydroxyethyl)-1H-pyrazol-3-yl)phenol
  参考文献：
  名称：

  一维交换偏置异金属单分子磁铁的新系列：观察准线性 {Mn2Ni3} 簇的磁滞环中明显的量子隧道步骤

  摘要：

  新的杂金属 Mn/Ni 复合物家族的第一批成员 [Mn(2)Ni(3)X(2)L(4)(LH)(2)(H(2)O)(2)] (X = Cl : 1; X = Br: 2) 与新的配体 2-{3-(2-hydroxyphenyl)-1H-pyrazol-1-yl}乙醇 (H(2)L) 已合成，并从 CH 获得单晶(2)Cl(2) 溶液已在晶体学上表征。分子结构具有六配位金属离子的准线性 Mn(III)-Ni(II)-Ni(II)-Ni(II)-Mn(III) 核，其中所有扭曲八面体配位多面体的细长轴平行排列并通过分子内氢键相互固定。1 和 2 在整个过程中表现出相当强的铁磁交换相互作用（J(Mn-Ni) ≈ 40 K (1) 或 42 K (2)；J(Ni-Ni) ≈ 22 K (1) 或 18 K (2)），即导致 S(tot) = 7 基态，以及相当大的单轴磁各向异性，D(mol) 值为

  DOI：

  10.1021/ja108740c

文献信息

• Inducing Single Molecule Magnetic Behavior in a [Co₄O₄] Cubane via a Pronounced Solvatomagnetic Effect
  作者：Felix J. Klinke、Animesh Das、Serhiy Demeshko、Sebastian Dechert、Franc Meyer

  DOI：10.1021/ic4027656

  日期：2014.3.17

  The pyrazole-based tridentate diol ligand 2-(1-(2-hydroxyethyl)-1H-pyrazol-3-yl)phenol (H2L) forms a cubane-type complex [Co4L4(MeOH)(4)] (1) that features a Co4O4} core and four exogenous MeOH ligands. Electrospray ionization mass spectrometry suggests that the Me0H ligands are easily lost, and thermogravimetric analysis evinces a thermally induced release of those methanol molecules from solid material in the temperature range from 380 to 440 K. Desolvation was found to give rise to a pronounced solvatomagnetic effect that causes a switching of the spin ground state of the Co4O4} core from diamagnetic to magnetic. Furthermore, the desolvated "naked" [Co4L4] cube (1*) shows slow relaxation of the magnetization and butterfly-like magnetic hysteresis at 2 K. A comparatively high relaxation barrier U-eff/k(B) = 64.4 K and a characteristic relaxation time tau(0) = 3.8 x 10(-9) s for 1* have been derived from an Arrhenius plot. These findings thus demonstrate that the emergence of interesting magnetic properties in molecule-based materials can be triggered via a solvatomagnetic process, even for materials that in their solvated form have a diamagnetic (S-T = 0) ground state.