Di(2,6-dimethylphenyl)carbene | 322474-74-8

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: Di(2,6-dimethylphenyl)carbene
• CAS: 322474-74-8
• 化学式: C₁₇H₁₈
• 分子量: 222.33
• InChiKey: WBHSLJVHESEFQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Di(2,6-dimethylphenyl)carbene 在 氧气 作用下， 以 苯 为溶剂， 生成 甲酮,二(2,6-二甲基苯基)-
  参考文献：
  名称：

  对位取代基对三重双 (2,6-二甲基苯基) 卡宾反应性影响的光谱和产物研究

  摘要：

  已经制备了一系列带有八个对称对位二取代基的重氮双 (2,6-二甲基苯基) 甲烷 (1) 并光解生成相应的卡宾 (2)。产品分析研究表明，卡宾 (2) 主要通过二聚作用形成四 (芳基) 乙烯 (3) 或通过攻击邻甲基而通过邻醌二甲烷分解得到 1,2-二氢苯并环丁烯 (4)（ 6) 在溶液中。零场分裂参数 D 和 E 在不同粘度的矩阵中测量，并根据自旋离域取代基常数的西格玛点 (σ•) 尺度进行分析。对于 32 的最小能量几何中的 D 值，发现与 σ• 具有相当好的相关性。通过测量解冻基质时三线态卡宾信号消失的温度或通过分析 32 在室温下脱气溶液中的衰变动力学来估计 32 的稳定性。它们根据低温下矩阵中的 D 值和术语进行检查。

  DOI：

  10.1246/bcsj.74.2207
• 作为产物：
  描述：

  diazobis(2,6-dimethylphenyl)methane 以 various solvent(s) 为溶剂， 生成 Di(2,6-dimethylphenyl)carbene
  参考文献：
  名称：

  Effect of Para Substituents on the Molecular and Electronic Structures of Sterically Congested Triplet Diphenylcarbenes

  摘要：

  A series of tripler di(2,6-dimethylphenyl)carbenes ((3)2) bearing nine symmetrical para di-substituents with well-distributed electronic properties have been generated by the irradiation of the corresponding diazo precursors and studied using electron paramagnetic resonance spectroscopy. The zero field splitting parameters, D and E, were measured in matrices of different viscosities and are analyzed in terms of a sigma-dot (sigma(.)) scale of spin-delocalization substituent constants. Fairly good correlation (r > 0.9) with sigma(.) based on the spin delocalization in the absence of polar effects was found for the D values of (3)2 in its minimum energy geometry, but not for those in the metastable state. The magnitude of rho for (3)2 was larger than that for o-unsubstituted diphenylcarbenes and is discussed in terms of the difference in the geometry between the two carbene systems.

  DOI：

  10.1021/jp991576h

文献信息

• Spectroscopic and Product Studies of the Effect of Para Substituents on the Reactivity of Triplet Bis(2,6-dimethylphenyl)carbenes
  作者：Yingmo Hu、Yui Ishikawa、Katsuyuki Hirai、Hideo Tomioka

  DOI：10.1246/bcsj.74.2207

  日期：2001.11

  o-quinodimethanes (6) in solution. The zero-field splitting parameters, D and E, were measured in matrices of different viscosities and are analyzed in terms of a sigma-dot (σ•) scale of spin-delocalization substituent constants. Fairly good correlation with σ• was found for the D values of 32 in its minimum energy geometry. Stabilities of 32 were estimated either by measuring the temperature at which

  已经制备了一系列带有八个对称对位二取代基的重氮双 (2,6-二甲基苯基) 甲烷 (1) 并光解生成相应的卡宾 (2)。产品分析研究表明，卡宾 (2) 主要通过二聚作用形成四 (芳基) 乙烯 (3) 或通过攻击邻甲基而通过邻醌二甲烷分解得到 1,2-二氢苯并环丁烯 (4)（ 6) 在溶液中。零场分裂参数 D 和 E 在不同粘度的矩阵中测量，并根据自旋离域取代基常数的西格玛点 (σ•) 尺度进行分析。对于 32 的最小能量几何中的 D 值，发现与 σ• 具有相当好的相关性。通过测量解冻基质时三线态卡宾信号消失的温度或通过分析 32 在室温下脱气溶液中的衰变动力学来估计 32 的稳定性。它们根据低温下矩阵中的 D 值和术语进行检查。
• Effect of Para Substituents on the Molecular and Electronic Structures of Sterically Congested Triplet Diphenylcarbenes
  作者：Yingmo Hu、Katsuyuki Hirai、Hideo Tomioka

  DOI：10.1021/jp991576h

  日期：1999.11.1

  A series of tripler di(2,6-dimethylphenyl)carbenes ((3)2) bearing nine symmetrical para di-substituents with well-distributed electronic properties have been generated by the irradiation of the corresponding diazo precursors and studied using electron paramagnetic resonance spectroscopy. The zero field splitting parameters, D and E, were measured in matrices of different viscosities and are analyzed in terms of a sigma-dot (sigma(.)) scale of spin-delocalization substituent constants. Fairly good correlation (r > 0.9) with sigma(.) based on the spin delocalization in the absence of polar effects was found for the D values of (3)2 in its minimum energy geometry, but not for those in the metastable state. The magnitude of rho for (3)2 was larger than that for o-unsubstituted diphenylcarbenes and is discussed in terms of the difference in the geometry between the two carbene systems.