2-(3-allyloxymethyl)phenylpyrrole | 854616-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(3-allyloxymethyl)phenylpyrrole
• 英文别名: 2-[3-(prop-2-enoxymethyl)phenyl]-1H-pyrrole
• CAS: 854616-71-0
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: UHXDELNONIRLMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  25.02
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-(3-allyloxymethyl)phenylpyrrole 在 palladium on activated charcoal 、 三氟化硼乙醚 、 sodium hydride 、 potassium carbonate 、 对甲苯磺酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 168.0h， 生成 42-(2,6-Dimethyl-4-nonan-5-yloxyphenyl)-7,7-difluoro-19,22,25,28,31,34-hexaoxa-8-aza-6-azonia-7-boranuidahexacyclo[34.3.1.15,9.113,17.02,6.08,12]dotetraconta-1(39),2(6),3,5(42),9,11,13,15,17(41),36(40),37-undecaene
  参考文献：
  名称：

  Highly Sodium-Selective Fluoroionophore Based on Conformational Restriction of Oligoethyleneglycol-Bridged Biaryl Boron−Dipyrromethene

  摘要：

  A non-PET and non-PCT fluoroionophore has been designed and synthesized based on the combination of a biaryl boron-dipyrromethene fluorophore with an oligoethyleneglycol bridge. A specific red-shift response of absorption for NaClO4 in acetonitrile was demonstrated based on conformational restriction triggered by cation recognition at the bridge. The concentration of Na+ can be determined accurately using fluorescence due to a high extinction coefficient (epsilon = 50 000), a high fluorescence quantum yield (Phif = 0.68), and the sharpness of absorption and emission peaks of the boron-dipyrromethene derivative.

  DOI：

  10.1021/ja042414o
• 作为产物：
  描述：

  3-溴苯甲醇 在 四(三苯基膦)钯 、 正丁基锂 、 sodium methylate 、 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 甲苯 为溶剂， 反应 39.67h， 生成 2-(3-allyloxymethyl)phenylpyrrole
  参考文献：
  名称：

  Highly Sodium-Selective Fluoroionophore Based on Conformational Restriction of Oligoethyleneglycol-Bridged Biaryl Boron−Dipyrromethene

  摘要：

  A non-PET and non-PCT fluoroionophore has been designed and synthesized based on the combination of a biaryl boron-dipyrromethene fluorophore with an oligoethyleneglycol bridge. A specific red-shift response of absorption for NaClO4 in acetonitrile was demonstrated based on conformational restriction triggered by cation recognition at the bridge. The concentration of Na+ can be determined accurately using fluorescence due to a high extinction coefficient (epsilon = 50 000), a high fluorescence quantum yield (Phif = 0.68), and the sharpness of absorption and emission peaks of the boron-dipyrromethene derivative.

  DOI：

  10.1021/ja042414o