chloro(diethyloxonio)(4-nitrophenyl)methanide | 1019337-61-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: chloro(diethyloxonio)(4-nitrophenyl)methanide
• CAS: 1019337-61-1
• 化学式: C₁₁H₁₄ClNO₃
• 分子量: 243.69
• InChiKey: TUTYDKYOUAPEJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  45.84
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  chloro(diethyloxonio)(4-nitrophenyl)methanide 以 正庚烷 、 正戊烷 为溶剂， 生成
  参考文献：
  名称：

  Reversible O-Ylide Formation in Carbene/Ether Reactions

  摘要：

  p-Nitrophenylchlorocarbene reacted reversibly with diethyl ether, di-n-propyl ether, or tetrahydrofuran (THF) to form O-ylides, which were visualized by their UV-visible spectroscopic signatures. Equilibrium constants (K-eq) Were determined spectroscopically and ranged from 0.10 M-1 (di-n-propyl ether) to 7.5 M-1 (THF) at 295 K. Studies of K-eq as a function of temperature afforded Delta H degrees, Delta S degrees, and Delta G degrees for the di-n-propyl ether and THF/O-ylide equilibria. Delta H degrees was favorable for ylide formation, but Delta S degrees was quite negative, so that Delta G degrees s for the equilibria were small. Electronic structure calculations based on density functional theory provided structures, spectroscopic signatures, and energetics for the carbene/ether O ylides.

  DOI：

  10.1021/jp2098119
• 作为产物：
  描述：

  chloro(4-nitrophenyl)(tetrahydro-1H-furan-1-ium-1-yl)methanide 以 正庚烷 、 正戊烷 为溶剂， 生成 chloro(diethyloxonio)(4-nitrophenyl)methanide
  参考文献：
  名称：

  Reversible O-Ylide Formation in Carbene/Ether Reactions

  摘要：

  p-Nitrophenylchlorocarbene reacted reversibly with diethyl ether, di-n-propyl ether, or tetrahydrofuran (THF) to form O-ylides, which were visualized by their UV-visible spectroscopic signatures. Equilibrium constants (K-eq) Were determined spectroscopically and ranged from 0.10 M-1 (di-n-propyl ether) to 7.5 M-1 (THF) at 295 K. Studies of K-eq as a function of temperature afforded Delta H degrees, Delta S degrees, and Delta G degrees for the di-n-propyl ether and THF/O-ylide equilibria. Delta H degrees was favorable for ylide formation, but Delta S degrees was quite negative, so that Delta G degrees s for the equilibria were small. Electronic structure calculations based on density functional theory provided structures, spectroscopic signatures, and energetics for the carbene/ether O ylides.

  DOI：

  10.1021/jp2098119