3-(3-nitrophenyl)-6-oxo-8,8-dimethyl-1-oxa-2,7-diazaspiro<4.4>non-2-ene | 139059-97-5

• 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: 3-(3-nitrophenyl)-6-oxo-8,8-dimethyl-1-oxa-2,7-diazaspiro<4.4>non-2-ene
• 英文别名: 8,8-Dimethyl-3-(3-nitrophenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-en-6-one
• CAS: 139059-97-5
• 化学式: C₁₄H₁₅N₃O₄
• 分子量: 289.291
• InChiKey: RYJVZTCIOXBDHB-UHFFFAOYSA-N

物化性质

• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  96.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,3-methylene-5,5-dimethyl-2-pyrrolidinone 、 m-nitrobenzhydroxamoyl chloride 在 三乙胺 作用下， 以 乙醚 为溶剂， 以86%的产率得到3-(3-nitrophenyl)-6-oxo-8,8-dimethyl-1-oxa-2,7-diazaspiro<4.4>non-2-ene
  参考文献：
  名称：

  Regioselectivity in the 1,3-dipolar cycloaddition of nitrile oxides to 3,3-methylene-5,5-dimethyl-2-pyrrolidinone

  摘要：

  Nitrile oxides add regioselectively to the carbon-carbon double bond of 3,3-methylene-5,5-dimethyl-2-pyrrolidinone (1), giving exclusively spiro-isoxazolines: 3-aryl-6-oxo-8,8-dimethyl-1-oxa-2,7-diazaspiro[4,4]non-2-enes 3 a-1. The regiochemistry of the 1,3-dipolar cycloaddition to 1 seems to be controlled by the steric effect of the methyl groups at the ring junction and by frontier orbital interactions.

  DOI：

  10.1007/bf00815920

文献信息

• Regioselectivity in the 1,3-dipolar cycloaddition of nitrile oxides to 3,3-methylene-5,5-dimethyl-2-pyrrolidinone
  作者：Peter Oravec、L. Fišera、Peter Ertl、Daniel Végh

  DOI：10.1007/bf00815920

  日期：1991.10

  Nitrile oxides add regioselectively to the carbon-carbon double bond of 3,3-methylene-5,5-dimethyl-2-pyrrolidinone (1), giving exclusively spiro-isoxazolines: 3-aryl-6-oxo-8,8-dimethyl-1-oxa-2,7-diazaspiro[4,4]non-2-enes 3 a-1. The regiochemistry of the 1,3-dipolar cycloaddition to 1 seems to be controlled by the steric effect of the methyl groups at the ring junction and by frontier orbital interactions.