| 1350473-62-9

• CAS: 1350473-62-9
• 化学式: C₂H₅NO₃
• 分子量: 93.0507
• InChiKey: KIPMDPDAFINLIV-DICFDUPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.74
• 重原子数：
  6.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  63.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  在 氯化铵 、 锌 、 盐酸 作用下， 以 甲醇 、 水 、 乙酸甲酯 为溶剂， 反应 0.42h， 生成
  参考文献：
  名称：

  A mechanistic study of the prominent loss of H2O from ionized 2-hydroxyaminoethanol

  摘要：

  Tandem mass spectrometry experiments on the HCl salt of 2-hydroxyaminoethanol reveal that low-energy ions HOCH2CH2NHOH center dot+ dissociate by loss of H2O with remarkable efficiency (c. 10%). Analysis of its high energy collision-induced dissociation (CID) mass spectrum leaves little doubt that the resulting m/z 59 ion is the cyclic 1,2-oxazetidine ion, whose elusive neutral counterpart has not yet been identified by experiment.A mechanistic analysis using the CBS-QB3 model chemistry indicates that the dissociation chemistry of HOCH2CH2NHOH center dot+ is entirely different from that of the structurally related ions HOCH2CH2ONH2 center dot+ and HOCH2CH2OH center dot+. It involves a 1,5-H transfer in one of its stable conformers that leads to a hydrogen-bridged radical cation of the 1,2-oxazetidine ion and a water molecule. In support of this proposal the isotopologues DOCH2CH2NDOD center dot DCl and HOCH2CD2NHOH center dot HCl, upon ionization (almost) exclusively lose D2O and H2O, respectively. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijms.2010.10.004
• 作为产物：
  描述：

  2-硝基乙醇 在 重水 、 potassium carbonate 作用下， 以71%的产率得到
  参考文献：
  名称：

  A mechanistic study of the prominent loss of H2O from ionized 2-hydroxyaminoethanol

  摘要：

  Tandem mass spectrometry experiments on the HCl salt of 2-hydroxyaminoethanol reveal that low-energy ions HOCH2CH2NHOH center dot+ dissociate by loss of H2O with remarkable efficiency (c. 10%). Analysis of its high energy collision-induced dissociation (CID) mass spectrum leaves little doubt that the resulting m/z 59 ion is the cyclic 1,2-oxazetidine ion, whose elusive neutral counterpart has not yet been identified by experiment.A mechanistic analysis using the CBS-QB3 model chemistry indicates that the dissociation chemistry of HOCH2CH2NHOH center dot+ is entirely different from that of the structurally related ions HOCH2CH2ONH2 center dot+ and HOCH2CH2OH center dot+. It involves a 1,5-H transfer in one of its stable conformers that leads to a hydrogen-bridged radical cation of the 1,2-oxazetidine ion and a water molecule. In support of this proposal the isotopologues DOCH2CH2NDOD center dot DCl and HOCH2CD2NHOH center dot HCl, upon ionization (almost) exclusively lose D2O and H2O, respectively. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijms.2010.10.004