3-[3-(2-Cyanoethyl)-2-methoxyphenyl]propanenitrile | 144587-95-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-[3-(2-Cyanoethyl)-2-methoxyphenyl]propanenitrile
• CAS: 144587-95-1
• 化学式: C₁₃H₁₄N₂O
• 分子量: 214.267
• InChiKey: RIQIHFGPAVMFKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  56.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[3-(2-Cyanoethyl)-2-methoxyphenyl]propanenitrile 在 sodium hydroxide 作用下， 反应 18.0h， 以55%的产率得到3-[3-(2-carboxyethyl)-2-methoxyphenyl]propionic acid
  参考文献：
  名称：

  Novel cryptand chromoionophores for determination of lithium ions

  摘要：

  The syntheses and chromogenic properties of three novel chromogenic (p-nitrophenyl)azo-labeled cryptands 1-3, having inward-facing phenolic groups, are described. Cryptand chromoionophore 1 has the smallest cavity of the three cryptands and exhibits total selectivity for Li+ over Na+ ions in 10% aqueous diethylene glycol monoethyl ether (DEGMEE). The association constant of 3200 M-1 was obtained in 10% aqueous DEGMEE/TMA(OH) for the 1-.Li+ complex. Compound 1 is potentially applicable for the colorimetric analysis of lithium ions in largely aqueous solutions. The slightly larger chromoionophore 2, in which diaza-12-crown-4 moiety is connected with the aromatic subunit via three-carbon bridges, is highly selective for Li+ ions in the extraction mode and shows no cation response in homogeneous aqueous media. A larger analog of 1, chromogenic cryptand 3, which incorporates diaza-18-crown-6 moiety, exhibits K+ ion selectivity in aqueous solutions.

  DOI：

  10.1021/jo00051a010
• 作为产物：
  描述：

  2,6-二甲基大茴香醚 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 过氧化氢苯甲酰 、 1,3-二溴-5,5-二甲基海因 、 十六烷基二甲基乙基溴化铵 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氯化碳 、 乙醚 、 二氯甲烷 、 水 、 二甲基亚砜 、 苯 为溶剂， 反应 28.0h， 生成 3-[3-(2-Cyanoethyl)-2-methoxyphenyl]propanenitrile
  参考文献：
  名称：

  Novel cryptand chromoionophores for determination of lithium ions

  摘要：

  The syntheses and chromogenic properties of three novel chromogenic (p-nitrophenyl)azo-labeled cryptands 1-3, having inward-facing phenolic groups, are described. Cryptand chromoionophore 1 has the smallest cavity of the three cryptands and exhibits total selectivity for Li+ over Na+ ions in 10% aqueous diethylene glycol monoethyl ether (DEGMEE). The association constant of 3200 M-1 was obtained in 10% aqueous DEGMEE/TMA(OH) for the 1-.Li+ complex. Compound 1 is potentially applicable for the colorimetric analysis of lithium ions in largely aqueous solutions. The slightly larger chromoionophore 2, in which diaza-12-crown-4 moiety is connected with the aromatic subunit via three-carbon bridges, is highly selective for Li+ ions in the extraction mode and shows no cation response in homogeneous aqueous media. A larger analog of 1, chromogenic cryptand 3, which incorporates diaza-18-crown-6 moiety, exhibits K+ ion selectivity in aqueous solutions.

  DOI：

  10.1021/jo00051a010