1-(4-chloro-phenoxy)-3-morpholino-propan-2-ol | 132594-61-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-chloro-phenoxy)-3-morpholino-propan-2-ol
• 英文别名: 1-(4-Chlor-phenoxy)-3-morpholino-propan-2-ol；1-(4-Chlorophenoxy)-3-morpholin-4-ylpropan-2-ol
• CAS: 132594-61-7
• 化学式: C₁₃H₁₈ClNO₃
• 分子量: 271.744
• InChiKey: JGWYIWBDTSZVFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吗啉 、 4-氯苯基缩水甘油醚 在 9-methoxy-1-ethoxyphenalenium tetrafluoroborate 作用下， 以 neat (no solvent) 为溶剂， 反应 11.0h， 生成 1-(4-chloro-phenoxy)-3-morpholino-propan-2-ol
  参考文献：
  名称：

  Phenalenyl in a Different Role: Catalytic Activation through the Nonbonding Molecular Orbital

  摘要：

  We have demonstrated that the nonbonding molecular orbital (NBMO) of the phenalenyl (PLY) cation can be used as a Lewis acid catalyst for different organic transformations. Detailed computational and spectroscopic studies for the aminolysis reaction of epoxide reveal that this catalysis works through a different mechanism, and the phenalenyl cation activates the amine moiety using its empty NBMO, which triggers the epoxide ring-opening reaction. It has been shown that the energy of the NBMO of PLY cation plays a key role in modulating the catalytic activity. This study establishes that the cationic state of phenalenyl unit is useful not only for construction of the spin memory device by external spin injection using its NBMO, but in addition, the same NBMO can act as an organic Lewis acceptor unit to influence the catalytic outcome of a homogeneous reaction.

  DOI：

  10.1021/cs5010695

文献信息

• Phenalenyl in a Different Role: Catalytic Activation through the Nonbonding Molecular Orbital
  作者：Sudipta Raha Roy、A. Nijamudheen、Anand Pariyar、Anup Ghosh、Pavan K. Vardhanapu、Prasun K. Mandal、Ayan Datta、Swadhin K. Mandal

  DOI：10.1021/cs5010695

  日期：2014.12.5

  We have demonstrated that the nonbonding molecular orbital (NBMO) of the phenalenyl (PLY) cation can be used as a Lewis acid catalyst for different organic transformations. Detailed computational and spectroscopic studies for the aminolysis reaction of epoxide reveal that this catalysis works through a different mechanism, and the phenalenyl cation activates the amine moiety using its empty NBMO, which triggers the epoxide ring-opening reaction. It has been shown that the energy of the NBMO of PLY cation plays a key role in modulating the catalytic activity. This study establishes that the cationic state of phenalenyl unit is useful not only for construction of the spin memory device by external spin injection using its NBMO, but in addition, the same NBMO can act as an organic Lewis acceptor unit to influence the catalytic outcome of a homogeneous reaction.