diethyl-(4-oxocyclohexa-2,5-dien-1-ylidene)azanium | 76614-86-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diethyl-(4-oxocyclohexa-2,5-dien-1-ylidene)azanium
• CAS: 76614-86-3
• 化学式: C₁₀H₁₄NO
• 分子量: 164.227
• InChiKey: MNAQLKJPZJPZHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.08
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  diethyl-(4-oxocyclohexa-2,5-dien-1-ylidene)azanium 以 水 为溶剂， 生成 对苯醌
  参考文献：
  名称：

  N-取代的醌单亚胺和二亚胺的脱氨活化参数及机理

  摘要：

  使用紫外光谱，通过停止流方法在278至323 K之间的温度，pH在1至9的pH范围内，通过水溶液测量了六个N-取代的醌单亚胺的脱氨速率。观测到的速率常数由k = k '[H 2 O] + k ” [OH – ]给出；ķ '和ķ “由12个数量级不同。k ′和k ′的激活焓几乎相等。活化的熵是强负对ķ '和强阳性ķ “。酸和碱脱氨的活化参数还测量了N-取代的醌二亚胺。关于活化熵，发现与醌单亚胺相似的结果。对于所有脱氨基，提出了具有预先溶剂化平衡的通用机理。

  DOI：

  10.1039/p29800001601
• 作为产物：
  描述：

  N,N-二乙基对苯二胺 生成 diethyl-(4-oxocyclohexa-2,5-dien-1-ylidene)azanium
  参考文献：
  名称：

  N-取代的醌单亚胺和二亚胺的脱氨活化参数及机理

  摘要：

  使用紫外光谱，通过停止流方法在278至323 K之间的温度，pH在1至9的pH范围内，通过水溶液测量了六个N-取代的醌单亚胺的脱氨速率。观测到的速率常数由k = k '[H 2 O] + k ” [OH – ]给出；ķ '和ķ “由12个数量级不同。k ′和k ′的激活焓几乎相等。活化的熵是强负对ķ '和强阳性ķ “。酸和碱脱氨的活化参数还测量了N-取代的醌二亚胺。关于活化熵，发现与醌单亚胺相似的结果。对于所有脱氨基，提出了具有预先溶剂化平衡的通用机理。

  DOI：

  10.1039/p29800001601

文献信息

• An Investigation of Electron Transfer Reactions between Aromatic and Quinoid Systems
  作者：M. Goez、W. Jaenicke、U. Nickel

  DOI：10.1002/bbpc.198800110

  日期：1988.4

  AbstractA classical organic redox reaction is the conversion of an aromatic compound from its reduced form R to a semioxidized state S, and further to a totally oxidized (quinoid) species T. Complex redox systems are present in a reaction of quinoid and aromatic forms derived from different parent compounds. In this case, the exchange of one or two electrons in one step between T and R can be distinguished experimentally. These reactions were investigated in a stopped‐flow apparatus with optical detection. In the system N,N,N′,N′‐tetramethyl‐para‐phenylene‐diamine/N,N‐dimethyl‐para‐phenylene‐diamine the rate constants for all elementary reactions have been determined. Protonated, and unprotonated R were found to be reactive. In this system, as well as the others considered, no direct transfer of two electrons between T1 and R2 takes place. The essential steps of the mechanism have to be seen in a mixed symproportionation yielding S1 and S2, and a subsequent fast oxidation of S2 by surplus starting material T1. As a generalization, a tangent criterion has been derived to distinguish between one‐ and two‐electron steps in such mixed redox systems.
• Grampp, Guenter, Journal of the Chemical Society. Perkin transactions II, 1984, p. 2001 - 2004
  作者：Grampp, Guenter

  DOI：——

  日期：——
• Salem, Ibrahim A., Zeitschrift fur Physikalische Chemie, 2002, vol. 216, # 2, p. 249 - 261
  作者：Salem, Ibrahim A.

  DOI：——

  日期：——