1,1-Cyclopropanedimethanamine | 38932-70-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,1-Cyclopropanedimethanamine
• 英文别名: [1-(aminomethyl)cyclopropyl]methanamine
• CAS: 38932-70-6
• 化学式: C₅H₁₂N₂
• 分子量: 100.164
• InChiKey: PHRUVWQLCGKEKY-UHFFFAOYSA-N

物化性质

• 沸点：
  133.7±8.0 °C(Predicted)
• 密度：
  0.990±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-Cyclopropanedimethanamine 在 碘 、 silica gel 、 dimsyl sodium 、 臭氧 作用下， 反应 0.82h， 生成 trans-1,2-dinitrospiropentane
  参考文献：
  名称：

  Polynitro-substituted strained-ring compounds. 2. 1,2-Dinitrospiropentanes

  摘要：

  trans-1,2-Dinitrospiropentane was prepared in 43% yield from 1,1-bis(nitromethyl)cyclopropane, best obtained by dry-phase ozonolysis of the corresponding diamine. The structure of trans- 1,2-dinitrospiropentane was assigned on the basis of spectroscopic data, elemental analysis, and X-ray crystallographic data. The first pK(a) was determined to be 18.6-21.6 in DMSO solution with decomposition. Reaction of trans- 1,2-dinitrospiropentane with sodium methoxide and iodine gave a mixture of iodinated spiropentanes, from which, cis- and trans-1,2-diiodo-1,2-dinitrospiropentane could be isolated in pure form. These diiodides were stable at room temperature but gave off iodine upon melting at 150-160-degrees-C. Treatment with sodium thiosulfate in aqueous DMSO solution gave back the deiodinated dinitro compound. trans-1,2-Dinitrospiropentane reacted with lithium diisopropylamide and benzaldehyde in THF to afford a bis(nitroaldol) product in 59% yield.

  DOI：

  10.1021/ja00023a031
• 作为产物：
  描述：

  1,1-环丙基二羧酸 在 吡啶 、 sodium azide 、 硼烷四氢呋喃络合物 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 48.0h， 生成 1,1-Cyclopropanedimethanamine
  参考文献：
  名称：

  Polynitro-substituted strained-ring compounds. 2. 1,2-Dinitrospiropentanes

  摘要：

  trans-1,2-Dinitrospiropentane was prepared in 43% yield from 1,1-bis(nitromethyl)cyclopropane, best obtained by dry-phase ozonolysis of the corresponding diamine. The structure of trans- 1,2-dinitrospiropentane was assigned on the basis of spectroscopic data, elemental analysis, and X-ray crystallographic data. The first pK(a) was determined to be 18.6-21.6 in DMSO solution with decomposition. Reaction of trans- 1,2-dinitrospiropentane with sodium methoxide and iodine gave a mixture of iodinated spiropentanes, from which, cis- and trans-1,2-diiodo-1,2-dinitrospiropentane could be isolated in pure form. These diiodides were stable at room temperature but gave off iodine upon melting at 150-160-degrees-C. Treatment with sodium thiosulfate in aqueous DMSO solution gave back the deiodinated dinitro compound. trans-1,2-Dinitrospiropentane reacted with lithium diisopropylamide and benzaldehyde in THF to afford a bis(nitroaldol) product in 59% yield.

  DOI：

  10.1021/ja00023a031

文献信息

• Spiro-cyclopropyl amidinohydrazones, and use as insect and fire ant
  申请人：American Cyanamid Company

  公开号：US04349553A1

  公开（公告）日：1982-09-14

  There are provided certain spiro-cyclopropyl amidinohydrazones, and methods of use of the compounds for the control of insects, especially Lepidopterous insects, and for the control of ants, Family Formicidae, especially fire ants.

  提供了某些螺环丙基氨基腙类化合物，并提供了这些化合物用于控制昆虫，特别是鳞翅目昆虫和蚂蚁，尤其是火蚁的方法。
• BROWN, D. G.
  作者：BROWN, D. G.

  DOI：——

  日期：——
• Polynitro-substituted strained-ring compounds. 2. 1,2-Dinitrospiropentanes
  作者：Peter A. Wade、Paul A. Kondracki、Patrick J. Carroll

  DOI：10.1021/ja00023a031

  日期：1991.11

  trans-1,2-Dinitrospiropentane was prepared in 43% yield from 1,1-bis(nitromethyl)cyclopropane, best obtained by dry-phase ozonolysis of the corresponding diamine. The structure of trans- 1,2-dinitrospiropentane was assigned on the basis of spectroscopic data, elemental analysis, and X-ray crystallographic data. The first pK(a) was determined to be 18.6-21.6 in DMSO solution with decomposition. Reaction of trans- 1,2-dinitrospiropentane with sodium methoxide and iodine gave a mixture of iodinated spiropentanes, from which, cis- and trans-1,2-diiodo-1,2-dinitrospiropentane could be isolated in pure form. These diiodides were stable at room temperature but gave off iodine upon melting at 150-160-degrees-C. Treatment with sodium thiosulfate in aqueous DMSO solution gave back the deiodinated dinitro compound. trans-1,2-Dinitrospiropentane reacted with lithium diisopropylamide and benzaldehyde in THF to afford a bis(nitroaldol) product in 59% yield.