3-甲基-5-恶唑-5-基-异恶唑 | 169779-51-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-甲基-5-恶唑-5-基-异恶唑
• 中文别名: S-(2-(N,N-二异丙基氨基)乙基)异硫代脲
• 英文名称: 5-(3-methyl-5-isoxazolyl)oxazole
• 英文别名: 3-Methyl-5-(oxazol-5-yl)isoxazole；3-methyl-5-(1,3-oxazol-5-yl)-1,2-oxazole
• CAS: 169779-51-5
• 化学式: C₇H₆N₂O₂
• 分子量: 150.137
• InChiKey: FMDUYCHAMHMIEB-UHFFFAOYSA-N

物化性质

• 沸点：
  293.2±25.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-碘-2-甲基丙-1-烯 、 3-甲基-5-恶唑-5-基-异恶唑 生成 2-(2,2-dimethylethenyl)-5-(3-methyl-5-isoxazolyl)oxazole
  参考文献：
  名称：

  2-Metallated Oxazoles; pKa Dependent Deuterations, NMR Studies and Palladium Catalysed Coupling.

  摘要：

  Deuteration experiments on 2-lithiated oxazoles show a pKa dependent regioselectivity suggesting that the ring cleaved tautomer dominates the equilibrium. Transmetallation to the zinc derivative gives a species which behaves as a C2 ring closed nucleophile as judged by deuteration and palladium catalysed coupling experiments. These conclusions are supported by nmr spectroscopy studies of the metallated species.

  DOI：

  10.1016/0040-4020(95)00498-w
• 作为产物：
  描述：

  3-甲基异恶唑-5-甲醛 、 对甲基苯磺酰甲基异腈 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以65%的产率得到3-甲基-5-恶唑-5-基-异恶唑
  参考文献：
  名称：

  2-Metallated Oxazoles; pKa Dependent Deuterations, NMR Studies and Palladium Catalysed Coupling.

  摘要：

  Deuteration experiments on 2-lithiated oxazoles show a pKa dependent regioselectivity suggesting that the ring cleaved tautomer dominates the equilibrium. Transmetallation to the zinc derivative gives a species which behaves as a C2 ring closed nucleophile as judged by deuteration and palladium catalysed coupling experiments. These conclusions are supported by nmr spectroscopy studies of the metallated species.

  DOI：

  10.1016/0040-4020(95)00498-w

文献信息

• 2-Metallated Oxazoles; pKa Dependent Deuterations, NMR Studies and Palladium Catalysed Coupling.
  作者：Eleanor Crowe、Frank Hossner、Mark J. Hughes

  DOI：10.1016/0040-4020(95)00498-w

  日期：1995.8

  Deuteration experiments on 2-lithiated oxazoles show a pKa dependent regioselectivity suggesting that the ring cleaved tautomer dominates the equilibrium. Transmetallation to the zinc derivative gives a species which behaves as a C2 ring closed nucleophile as judged by deuteration and palladium catalysed coupling experiments. These conclusions are supported by nmr spectroscopy studies of the metallated species.