2-bromo-3-(2-(2-methoxyethoxy)ethoxy)pyridine | 1364125-17-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-3-(2-(2-methoxyethoxy)ethoxy)pyridine
• 英文别名: 2-Bromo-3-[2-(2-methoxyethoxy)ethoxy]pyridine
• CAS: 1364125-17-6
• 化学式: C₁₀H₁₄BrNO₃
• 分子量: 276.13
• InChiKey: SBJWGFKAAVPGKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-3-(2-(2-methoxyethoxy)ethoxy)pyridine 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 cesium fluoride 作用下， 以 二甲基亚砜 为溶剂， 反应 17.0h， 以24%的产率得到3,3'-bis(2-(2-methoxyethoxy)ethoxy)-2,2'-bipyridine
  参考文献：
  名称：

  Synthesis of novel blue-light-emitting polypyridine

  摘要：

  AbstractA new regioregular head‐to‐tail (HT)‐type polypyridine with methoxyethoxyethoxy (MEEO) side chains, HT‐PMEEOPy, was synthesized by means of Kumada‐Tamao coupling polymerization of a Grignard monomer with a Ni catalyst. Although the polymer was precipitated in THF during polymerization, multiangle laser light scattering (MALLS) analysis indicated that the weight‐average molecular weight (Mw) was about 25,000. The HT content in the polymer was 95%. A solution of HT‐PMEEOPy in CHCl3 was found to emit a strong blue light when the solution was irradiated with UV light; the UV‐vis absorption maximum (λmax) and photoluminescence maximum (λmax em) were at 392 and 460 nm, respectively. To clarify the effect of regioregularity of PMEEOPy on the photoluminescence, head‐to‐head (HH) PMEEOPy was synthesized by means of Yamamoto coupling polymerization. The photoluminescence of HH‐PMEEOPy (λmax = 330 nm, λmax em = 414 nm) was weaker than that of HT‐PMEEOPy. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

  DOI：

  10.1002/pola.25891
• 作为产物：
  描述：

  1-溴-2-(2-甲氧基乙氧基)乙烷 在 四溴环己二烯-1-酮 、 氢溴酸 、 溴 、 异丙基氯化镁 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 63.5h， 生成 2-bromo-3-(2-(2-methoxyethoxy)ethoxy)pyridine
  参考文献：
  名称：

  Synthesis of novel blue-light-emitting polypyridine

  摘要：

  AbstractA new regioregular head‐to‐tail (HT)‐type polypyridine with methoxyethoxyethoxy (MEEO) side chains, HT‐PMEEOPy, was synthesized by means of Kumada‐Tamao coupling polymerization of a Grignard monomer with a Ni catalyst. Although the polymer was precipitated in THF during polymerization, multiangle laser light scattering (MALLS) analysis indicated that the weight‐average molecular weight (Mw) was about 25,000. The HT content in the polymer was 95%. A solution of HT‐PMEEOPy in CHCl3 was found to emit a strong blue light when the solution was irradiated with UV light; the UV‐vis absorption maximum (λmax) and photoluminescence maximum (λmax em) were at 392 and 460 nm, respectively. To clarify the effect of regioregularity of PMEEOPy on the photoluminescence, head‐to‐head (HH) PMEEOPy was synthesized by means of Yamamoto coupling polymerization. The photoluminescence of HH‐PMEEOPy (λmax = 330 nm, λmax em = 414 nm) was weaker than that of HT‐PMEEOPy. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

  DOI：

  10.1002/pola.25891

文献信息

• Synthesis of novel blue-light-emitting polypyridine
  作者：Yutaka Nanashima、Akihiro Yokoyama、Tsutomu Yokozawa

  DOI：10.1002/pola.25891

  日期：2012.3.15

  AbstractA new regioregular head‐to‐tail (HT)‐type polypyridine with methoxyethoxyethoxy (MEEO) side chains, HT‐PMEEOPy, was synthesized by means of Kumada‐Tamao coupling polymerization of a Grignard monomer with a Ni catalyst. Although the polymer was precipitated in THF during polymerization, multiangle laser light scattering (MALLS) analysis indicated that the weight‐average molecular weight (Mw) was about 25,000. The HT content in the polymer was 95%. A solution of HT‐PMEEOPy in CHCl3 was found to emit a strong blue light when the solution was irradiated with UV light; the UV‐vis absorption maximum (λmax) and photoluminescence maximum (λmax em) were at 392 and 460 nm, respectively. To clarify the effect of regioregularity of PMEEOPy on the photoluminescence, head‐to‐head (HH) PMEEOPy was synthesized by means of Yamamoto coupling polymerization. The photoluminescence of HH‐PMEEOPy (λmax = 330 nm, λmax em = 414 nm) was weaker than that of HT‐PMEEOPy. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012