4-bromo-2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethynylbenzene | 247057-12-1

• 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: 4-bromo-2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethynylbenzene
• 英文别名: 4-(5-Bromo-2-ethynylphenyl)-2,6-ditert-butylphenol
• CAS: 247057-12-1
• 化学式: C₂₂H₂₅BrO
• 分子量: 385.344
• InChiKey: DMPCLDRPLRIAHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-bromo-2-(3,5-di-tert-butyl-4-acetoxyphenyl)styrene 在 氢氧化钾 、 溴 作用下， 以 氯仿 、 二甲基亚砜 为溶剂， 反应 5.5h， 生成 4-bromo-2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethynylbenzene
  参考文献：
  名称：

  High-Spin Polyphenoxyl Based on Poly(1,4-phenyleneethynylene)

  摘要：

  Rodlike poly(1,4-phenyleneethynylene) fl-substituted with multiple pendant phenoxyls 1 was synthesized by polymerizing 4-bromo-2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethynylbenzene 10a using the catalyst of a palladium-triphenylphosphine complex and cuprous iodide and subsequent heterogeneous oxidation. The corresponding dimer 2 was also synthesized; X-ray analysis of its precursor 4 indicated a linear phenyleneethynylene backbone and twisted dihedral angles of 50 and 77 degrees for the pendant phenol groups, ESR spectra suggested a delocalized spin distribution from the pendant phenoxyl to the backbone. The diphenoxyl 2 had a triplet (S = 2/2) ground state. The spin concentration of the polyphenoxyl 1 could not be increased beyond 0.7 spin/unit due to its low solvent solubility; 1 with a spin concentration of 0.62 had an average S of 3/2.

  DOI：

  10.1021/jo990691l