1-(3-Nitrophenyl)-3-methyl-3-pyrrolin-2,5-dion | 67094-28-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-(3-Nitrophenyl)-3-methyl-3-pyrrolin-2,5-dion
• 英文别名: 3-Methyl-1-(3-nitrophenyl)-3-pyrrolin-2,5-dion；3-methyl-1-(3-nitro-phenyl)-pyrrole-2,5-dione；3-Methyl-1-(3-nitrophenyl)pyrrole-2,5-dione
• CAS: 67094-28-4
• 化学式: C₁₁H₈N₂O₄
• mdl: MFCD01188925
• 分子量: 232.196
• InChiKey: RFQMOWVSQLMKIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3-Nitrophenyl)-3-methyl-3-pyrrolin-2,5-dion 、 6-phenyl-1,5-diazabicyclo[3.1.0]hexane 以 甲苯 为溶剂， 以41%的产率得到3a-methyl-2-(3-nitrophenyl)-9-phenylperhydropyrazolo[1,2-a]pyrrolo[3,4-c]pyrazole-1,3-dione
  参考文献：
  名称：

  Regioselectivity in the Addition of 1,3-Dipolarophiles to 6-Aryl-1,5-diazabicyclo[3.1.0]hexanes

  摘要：

  Thermolysis of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in the presence of 1,3-dipolarophiles having an unsymmetrically substituted double Cdouble bondC bond (such as N-arylimides derived from 2-aryl-substituted maleic, citraconic, and itaconic acids, ethyl propynoate, aryl isocyanates, and aryl isothiocyanates) leads to formation of the corresponding 1,3-dipolar cycloaddition products. The reaction is regioselective, and in most cases only one regioisomer is obtained. The addition direction depends on the 1,3-dipolarophile structure, i.e., electronic and steric factors determining the most effective orbital interaction upon approach of the reagent to substrate.

  DOI：

  10.1023/b:rujo.0000034912.48684.d4
• 作为产物：
  描述：

  3-Hydroxy-3-methyl-1-(3-nitrophenyl)-2,5-pyrrolidindion 、 氯化亚砜 以50%的产率得到
  参考文献：
  名称：

  HEBENBROCK K.-F., J. LIEBIGS ANN. CHEM., 1978, NO 2, 320-336

  摘要：

  DOI：

文献信息

• Regioselectivity in the Addition of 1,3-Dipolarophiles to 6-Aryl-1,5-diazabicyclo[3.1.0]hexanes
  作者：A. P. Molchanov、D. I. Sipkin、Yu. B. Koptelov、J. Kopf、R. R. Kostikov

  DOI：10.1023/b:rujo.0000034912.48684.d4

  日期：2004.1

  Thermolysis of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in the presence of 1,3-dipolarophiles having an unsymmetrically substituted double Cdouble bondC bond (such as N-arylimides derived from 2-aryl-substituted maleic, citraconic, and itaconic acids, ethyl propynoate, aryl isocyanates, and aryl isothiocyanates) leads to formation of the corresponding 1,3-dipolar cycloaddition products. The reaction is regioselective, and in most cases only one regioisomer is obtained. The addition direction depends on the 1,3-dipolarophile structure, i.e., electronic and steric factors determining the most effective orbital interaction upon approach of the reagent to substrate.
• HEBENBROCK K.-F., J. LIEBIGS ANN. CHEM., 1978, NO 2, 320-336
  作者：HEBENBROCK K.-F.

  DOI：——

  日期：——