(E)-pyrene-1-carbaldehyde O-tert-butyldimethylsilyl oxime | 1375747-99-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: (E)-pyrene-1-carbaldehyde O-tert-butyldimethylsilyl oxime
• CAS: 1375747-99-1
• 化学式: C₂₃H₂₅NOSi
• 分子量: 359.543
• InChiKey: CBCNHESXMSTZIF-BUVRLJJBSA-N

物化性质

• 沸点：
  470.2±28.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.94
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-pyrene-1-carbaldehyde O-tert-butyldimethylsilyl oxime 在 四丁基氟化铵 、 沙林 作用下， 以 乙腈 为溶剂， 反应 0.18h， 以99%的产率得到1-芘甲腈
  参考文献：
  名称：

  Detection of Chemical Warfare Nerve Agents via a Beckmann Fragmentation of Aldoxime

  摘要：

  A new (E)-pyrene-1-carbaldehyde O-tert-butyldimethylsilyl oxime 3 was synthesized for the detection of chemical warfare nerve agents, O-isopropyl methylphosphonofluoridate (GB) and O-pinacolyl methylphosphonofluoridate (GD). H-1 NMR spectrum showed that the tert-butyldimethylsilyl (TBDMS) group was deprotected using TBAF and the oximate supernucleophile was made. Upon addition of chemical warfare agents (GB and GD) (50 mol%), the reaction was completely finished within 5 min and also the color change of reaction mixture was observed under a hand-held UV lamp with the naked eye.

  DOI：

  10.1080/10426507.2011.636110
• 作为产物：
  描述：

  1-芘甲醛 在 咪唑 、 盐酸羟胺 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (E)-pyrene-1-carbaldehyde O-tert-butyldimethylsilyl oxime
  参考文献：
  名称：

  Detection of Chemical Warfare Nerve Agents via a Beckmann Fragmentation of Aldoxime

  摘要：

  A new (E)-pyrene-1-carbaldehyde O-tert-butyldimethylsilyl oxime 3 was synthesized for the detection of chemical warfare nerve agents, O-isopropyl methylphosphonofluoridate (GB) and O-pinacolyl methylphosphonofluoridate (GD). H-1 NMR spectrum showed that the tert-butyldimethylsilyl (TBDMS) group was deprotected using TBAF and the oximate supernucleophile was made. Upon addition of chemical warfare agents (GB and GD) (50 mol%), the reaction was completely finished within 5 min and also the color change of reaction mixture was observed under a hand-held UV lamp with the naked eye.

  DOI：

  10.1080/10426507.2011.636110