4-(2-bromoethyl)-3-methyl-5-phenyl-1H-pyrazole | 1063996-48-4

• 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-(2-bromoethyl)-3-methyl-5-phenyl-1H-pyrazole
• CAS: 1063996-48-4
• 化学式: C₁₂H₁₃BrN₂
• 分子量: 265.153
• InChiKey: FYFCMMHIUAXTJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.68
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-(2-bromoethyl)-3-methyl-5-phenyl-1H-pyrazole 、 茚 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以94%的产率得到4-(2-(1H-inden-3-yl)ethyl)-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
• 作为产物：
  描述：

  1-乙酰基-1-苯甲酰环丙烷 在 溴化铵 、 一水合肼 作用下， 以 水 为溶剂， 反应 24.0h， 以63%的产率得到4-(2-bromoethyl)-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