4-hydroxymethyl-3-methyl-5-phenyl-1H-pyrazole | 153654-15-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-hydroxymethyl-3-methyl-5-phenyl-1H-pyrazole
• 英文别名: (5-methyl-3-phenyl-1H-pyrazol-4-yl)methanol
• CAS: 153654-15-0
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: PPPVOLYHCVDOPU-UHFFFAOYSA-N

物化性质

• 熔点：
  236 °C
• 沸点：
  433.5±33.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  48.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-hydroxymethyl-3-methyl-5-phenyl-1H-pyrazole 在 氯化亚砜 作用下， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis and structural characterization of (CH2)n-bridged indenyl-pyrazoles and their cyclopentadienyl nickel(II) complexes

  摘要：

  A new class of (CH2)(n)-bridged indenyl-pyrazoles [4-{Ind-(CH2)(n)}-RR'PzH] (Ind = 1H-inden-3-yl, n = 1-3, RR'Pz = 3,5-disubstituted pyrazolato) were synthesized. Reactions of the indenyl-functionalized pyrazoles with nickelocene in refluxing toluene afforded trimetallic and dimetallic cyclopentadienyl nickel(II) complexes, i.e., [CpNi{4-(Ind-(CH2)(n))-RR'Pz}(2)](2)Ni and [CpNi{4-(Ind-(CH2)(n))-RR'Pz}](2), depending on the steric hindrance from the 3,5-disubstituents on the pyrazolato rings. In the CpNi(II) complexes, pyrazolato ligands exhibit mu-eta(1): eta(1) coordination to the metal centers and the indenyl moieties demonstrate no interaction with the metals. All the indenyl-pyrazoles and their complexes were characterized by spectroscopic and analytical methods including X-ray crystallographic study. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.10.021
• 作为产物：
  描述：

  3-甲基-5-苯基-1H-吡唑-4-羧酸乙酯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 7.0h， 以55%的产率得到4-hydroxymethyl-3-methyl-5-phenyl-1H-pyrazole
  参考文献：
  名称：

  Synthesis and structural characterization of (CH2)n-bridged indenyl-pyrazoles and their cyclopentadienyl nickel(II) complexes

  摘要：

  A new class of (CH2)(n)-bridged indenyl-pyrazoles [4-{Ind-(CH2)(n)}-RR'PzH] (Ind = 1H-inden-3-yl, n = 1-3, RR'Pz = 3,5-disubstituted pyrazolato) were synthesized. Reactions of the indenyl-functionalized pyrazoles with nickelocene in refluxing toluene afforded trimetallic and dimetallic cyclopentadienyl nickel(II) complexes, i.e., [CpNi{4-(Ind-(CH2)(n))-RR'Pz}(2)](2)Ni and [CpNi{4-(Ind-(CH2)(n))-RR'Pz}](2), depending on the steric hindrance from the 3,5-disubstituents on the pyrazolato rings. In the CpNi(II) complexes, pyrazolato ligands exhibit mu-eta(1): eta(1) coordination to the metal centers and the indenyl moieties demonstrate no interaction with the metals. All the indenyl-pyrazoles and their complexes were characterized by spectroscopic and analytical methods including X-ray crystallographic study. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.10.021