spiro<7,8-diazatetracyclo<4.3.0.0^2,4.0^3,5>non-7-ene-9,1'-cyclopropane> | 176172-16-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: spiro<7,8-diazatetracyclo<4.3.0.0^2,4.0^3,5>non-7-ene-9,1'-cyclopropane>
• 英文别名: spiro[7,8-diazatetracyclo[4.3.0.0^2,4.0^3,5]non-7-ene-9,1'-cyclopropane]；Spiro[7,8-diazatetracyclo[4.3.0.0(2,4).0(3,5)]non-7-ene-9,1'-cyclopropane]；spiro[7,8-diazatetracyclo[4.3.0.02,4.03,5]non-7-ene-9,1'-cyclopropane]
• CAS: 176172-16-0
• 化学式: C₉H₁₀N₂
• 分子量: 146.192
• InChiKey: LNAQBWIENROBPL-UHFFFAOYSA-N

物化性质

• 沸点：
  227.4±7.0 °C(Predicted)
• 密度：
  2.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  spiro<7,8-diazatetracyclo<4.3.0.0^2,4.0^3,5>non-7-ene-9,1'-cyclopropane> 以 正己烷 为溶剂， 以62%的产率得到茚满
  参考文献：
  名称：

  Thermal decomposition of strained spiro(1-pyrazoline-3,1?-cyclopropanes)

  摘要：

  Pyrolysis (320-370 degrees C) of polycyclic 1-pyrazolines 1 and 2, obtained by 1,3-dipolar cycloaddition of diazocyclopropane to 3,3-dimethylcyclopropene and spiro[2,3]hex-1-ene, yields complex mixtures of isomeric hydrocarbons, substituted methylenecyclopropanes being the main components. Pyrolysis of 6-ethenyl- (4) and 6-methoxy-6-methylcarbonyl-4,5-diazaspiro[2,4]hept-4-enes (6) at 310-320 degrees C proceeds more unambiguously to give vinyl- (18) and 1-methoxy-1-methylcarbonylspiropentanes (20) in similar to 85 and 95 % yields with respect to the transformed pyrazolines. Dediazotization of pyrazoline 3 obtained from diazocyclopropane and benzvalene requires more drastic conditions (similar to 440 degrees C) and produces indane.

  DOI：

  10.1007/bf00696714
• 作为产物：
  描述：

  1-环丙基-1-亚硝基脲 、 benzvalene 在 sodium methylate 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 0.67h， 以60%的产率得到spiro<7,8-diazatetracyclo<4.3.0.0^2,4.0^3,5>non-7-ene-9,1'-cyclopropane>
  参考文献：
  名称：

  重氮环丙烷与张力环烯烃和共轭二烯的 1,3-偶极环加成生成螺（1-吡唑啉-3,1?-环丙烷）

  摘要：

  通过原位生成的重氮环丙烷与 2-甲基三环 [3.2.1.02,4] oct-6-ene、spiro[2, 4]hepta-4,6-diene 二聚体、benzvalene、spiro[2,3]hex-1-ene、methyl 1-methylcyclopropene-3-carboxylate、buta-1,3-diene 和 2-methylbuta-1,3 -二烯。

  DOI：

  10.1007/bf00696713

文献信息

• Acylation of spiro(1-pyrazoline-3,1?-cyclopropanes) to form 1-acyl-3-(2-chloroethyl)-2-pyrazolines and transformation of bicyclic 2-pyrazolines into 1,4,5,6-tetrahydropyridazines
  作者：Yu. V. Tomilov、G. P. Okonnishnikova、E. V. Shulishov、O. M. Nefedov

  DOI：10.1007/bf00696715

  日期：1995.11

  Strained polycyclic spiro(1-pyrazoline-3,1'-cyclopropanes) react with acetyl or benzoyl chlorides at 0-15 degrees C regioselectively to give in high yields corresponding 1-acyl-3-(2-chloroethyl)-2-pyrazolines. Under the same conditions 6-ethenyl-4,5-diazaspiro[2,4] hept-4-ene gives a mixture of two pyrazolines resulting from the acyl group attack directed at different nitrogen atoms. Bicyclic pyrazolines-2 obtained by acylation of the cycloaddition products of diazocyclopropane with 3,3-disubstituted cyclopropenes transform under the action of hydrogen chloride to 1,4,5,6-tetrahydropyridazines in high yields.