| 138062-55-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• CAS: 138062-55-2；138230-78-1；138230-79-2；138230-80-5
• 化学式: C₁₄H₁₄N₂O
• 分子量: 226.278
• InChiKey: HFUWDKUYGJOYBI-MRBYEJRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.19
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  56.81
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-Methylentetracyclo<3.2.0.0^2,7.0^4,6>heptan-8,8-dicarbonitril 、 乙烯基乙醚 在 二苯甲酮 作用下， 反应 5.0h， 以62%的产率得到
  参考文献：
  名称：

  Inversion of the ground-state spin multiplicity by electron-withdrawing groups in trimethylenemethane derivatives generated photochemically from methylenequadricyclane derivatives

  摘要：

  An inversion of the ground-state spin multiplicity of trimethylenemethane (TMM) by electron-withdrawing groups was investigated by EPR spectroscopy, for a series of TMMs 2b-g generated photochemically from methylenequadricyclanes 1b-g. Curie law analyses between 4 and 50 K proved the triplet ground states of the monophenyl derivative 2b and the monocyano derivatives 2c-d as well as that of the diphenyl derivative 2a. The dicarbomethoxy derivative 2e also exhibited the EPR signal, but the Curie plot was nonlinear and the signal disappeared irreversibly above 10K. The triplet ground state was inverted to the singlet by the carbomethoxy-cyano and dicyano substitutions, and 2f and 2g were EPR silent species similar to the singlet oxyallyl (OA) derivative 2h. The singlet ground state of 2g was demonstrated by its chemical behaviors which resemble those of 2h.

  DOI：

  10.1021/jo00029a018

文献信息

• Inversion of the ground-state spin multiplicity by electron-withdrawing groups in trimethylenemethane derivatives generated photochemically from methylenequadricyclane derivatives
  作者：Takashi Hirano、Tsutomu Kumagai、Tsutomu Miyashi、Kimio Akiyama、Yusaku Ikegami

  DOI：10.1021/jo00029a018

  日期：1992.1

  An inversion of the ground-state spin multiplicity of trimethylenemethane (TMM) by electron-withdrawing groups was investigated by EPR spectroscopy, for a series of TMMs 2b-g generated photochemically from methylenequadricyclanes 1b-g. Curie law analyses between 4 and 50 K proved the triplet ground states of the monophenyl derivative 2b and the monocyano derivatives 2c-d as well as that of the diphenyl derivative 2a. The dicarbomethoxy derivative 2e also exhibited the EPR signal, but the Curie plot was nonlinear and the signal disappeared irreversibly above 10K. The triplet ground state was inverted to the singlet by the carbomethoxy-cyano and dicyano substitutions, and 2f and 2g were EPR silent species similar to the singlet oxyallyl (OA) derivative 2h. The singlet ground state of 2g was demonstrated by its chemical behaviors which resemble those of 2h.