N-methyl-isopropyliden-iminium cation | 64611-35-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-methyl-isopropyliden-iminium cation
• 英文别名: Methyl(propan-2-ylidene)azanium
• CAS: 64611-35-4
• 化学式: C₄H₉N*H
• 分子量: 72.1301
• InChiKey: GPASKFIFXOCRNP-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  14
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  N-methyl-isopropyliden-iminium cation 100.0 ℃ 、0.0 Pa 条件下， 生成 甲基自由基 、 三聚丙烯 、 乙烯 、 、 甲胺
  参考文献：
  名称：

  Loss of methyl radical from some small immonium ions: Unusual violation of the even-electron rule

  摘要：

  AbstractSeveral small immonium ions of general formula \documentclass{article}\pagestyle{empty}\begin{document}$ {\rm R}^{\rm 1} {\rm R}^{\rm 2} {\rm C = }\mathop {\rm N}\limits^{\rm + } {\rm R}^{\rm 3} {\rm CH}_{\rm 3} $\end{document} (R1, R2, R3 = H or alkyl) eliminate .CH3; this reaction occurs in the mass spectrometer in both fast (source) and slow (metastable) dissociations. Such behaviour violates the even‐electron rule, which states that closed‐shell cations usually decompose to give closed‐shell daughter ions and neutral molecules. The heats of formation of the observed product ions (for example, [(CH3)2CNH]+.) can be bracketed using arguments based on energy data. Deuterium labelling results reveal that the methyl group originally bound to nitrogen is not necessarily lost in the course of dissociation. Thus, for instance, \documentclass{article}\pagestyle{empty}\begin{document}$ {\rm{(CH}}_{\rm{3}})_2 = \mathop {\rm{N}}\limits^{\rm{ + }} {\rm{HCD}}_{\rm{3}} $\end{document} eliminates both CH3. and CD3., via different mechanisms, but very little CH2D. or CHD2. loss occurs.

  DOI：

  10.1002/oms.1210160408

文献信息

• Loss of methyl radical from some small immonium ions: Unusual violation of the even-electron rule
  作者：Richard D. Bowen、Alex G. Harrison

  DOI：10.1002/oms.1210160408

  日期：1981.4

  AbstractSeveral small immonium ions of general formula \documentclassarticle}\pagestyleempty}\begindocument}$ \rm R}^\rm 1} \rm R}^\rm 2} \rm C = }\mathop \rm N}\limits^\rm + } \rm R}^\rm 3} \rm CH}_\rm 3} $\enddocument} (R1, R2, R3 = H or alkyl) eliminate .CH3; this reaction occurs in the mass spectrometer in both fast (source) and slow (metastable) dissociations. Such behaviour violates the even‐electron rule, which states that closed‐shell cations usually decompose to give closed‐shell daughter ions and neutral molecules. The heats of formation of the observed product ions (for example, [(CH3)2CNH]+.) can be bracketed using arguments based on energy data. Deuterium labelling results reveal that the methyl group originally bound to nitrogen is not necessarily lost in the course of dissociation. Thus, for instance, \documentclassarticle}\pagestyleempty}\begindocument}$ \rm(CH}}_\rm3}})_2 = \mathop \rmN}}\limits^\rm + }} \rmHCD}}_\rm3}} $\enddocument} eliminates both CH3. and CD3., via different mechanisms, but very little CH2D. or CHD2. loss occurs.