nitrospiropentane | 461432-93-9

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: nitrospiropentane
• 英文别名: 1-nitrospiro[2.2]pentane；2-nitrospiro[2.2]pentane
• CAS: 461432-93-9
• 化学式: C₅H₇NO₂
• 分子量: 113.116
• InChiKey: OUGYMZGENNOPIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  ethyl 1-nitrospiro[2.2]pentane-1-carboxylate 在 sodium hydroxide 、 二甲基亚砜 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 nitrospiropentane
  参考文献：
  名称：

  摘要：

  The [1+2] cycloaddition of ethyl nitrodiazoacetate to various methylenecyclopropanes afforded 1-ethoxycarbonyl-1-nitropolyspirocyclopropanes. These compounds were used in the synthesis of first representatives of nitrosubstituted triangulanes. Nitrospiropentane was prepared also by dehydrohalogenation of 1-bromomethyl-1-(nitromethyl)cyclopropane.

  DOI：

  10.1023/a:1015045216923

文献信息

• The first synthesis of nitro-substituted cyclopropanes and spiropentanes via oxidation of the corresponding amino derivatives
  作者：Yuliya A. Volkova、Olga A. Ivanova、Ekaterina M. Budynina、Eugene V. Revunov、Elena B. Averina

  DOI：10.1016/j.tetlet.2009.03.165

  日期：2009.6

  A novel approach to nitro-substituted cyclopropanes and spiropentanes via oxidation of the corresponding amines with dimethyldioxirane is reported. The method is used successfully for the preparation of a series of nitrocyclopropanes as well as for the first synthesis of 1,4-dinitrospiro[2.2]pentane.

  据报道，通过相应的胺与二甲基二环氧乙烷的氧化反应，制得硝基取代的环丙烷和螺环戊烷的新方法。该方法已成功用于一系列硝基环丙烷的制备以及1,4-二硝基螺[2.2]戊烷的首次合成。
• ——
  作者：O. A. Ivanova、N. V. Yashin、E. B. Averina、Yu. K. Grishin、T. S. Kuznetsova、N. S. Zefirov

  DOI：10.1023/a:1015045216923

  日期：——

  The [1+2] cycloaddition of ethyl nitrodiazoacetate to various methylenecyclopropanes afforded 1-ethoxycarbonyl-1-nitropolyspirocyclopropanes. These compounds were used in the synthesis of first representatives of nitrosubstituted triangulanes. Nitrospiropentane was prepared also by dehydrohalogenation of 1-bromomethyl-1-(nitromethyl)cyclopropane.