2,5-双-(3,5-二甲基吡咯-2-基)-[1,4]苯醌 | 101792-93-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,5-双-(3,5-二甲基吡咯-2-基)-[1,4]苯醌
• 英文名称: 2,5-bis-(3,5-dimethyl-pyrrol-2-yl)-[1,4]benzoquinone
• 英文别名: 2,5-Bis-(3,5-dimethyl-pyrrol-2-yl)-[1,4]benzochinon；2,5-bis(3,5-dimethyl-1H-pyrrol-2-yl)cyclohexa-2,5-diene-1,4-dione
• CAS: 101792-93-2
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: VNLYEHJSIJTTCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  65.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-双-(3,5-二甲基吡咯-2-基)-[1,4]苯醌 在 吡啶 、 sodium dithionite 作用下， 生成 2,5-bis-(3,5-dimethyl-pyrrol-2-yl)-hydroquinone
  参考文献：
  名称：

  Fischer et al., Chemische Berichte, 1959, vol. 92, p. 2026,2028

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二甲基吡咯 、 对苯醌 以 氯仿 为溶剂， 反应 2.0h， 以64%的产率得到2,5-双-(3,5-二甲基吡咯-2-基)-[1,4]苯醌
  参考文献：
  名称：

  Synthesis, Absorption, and Electrochemical Properties of Quinoid-Type Bisboron Complexes with Highly Symmetrical Structures

  摘要：

  Novel bisboron complexes of bidentate ligands consisting of 1,4-benzoquinone and two pyrrole rings were synthesized by using a simple two-step reaction. In solution, the bisboron complexes showed absorption maxima at similar to 620 and 800 nm, which were attributed to the allowed S-0 -> S-2 and forbidden S-0 -> S-1 transitions, respectively. The bisboron complexes did not show any fluorescence, probably because of their highly symmetrical structure which forbids the S-0 -> S-1 transition. Bisboron complexes underwent a two-electron reduction to yield the corresponding aromatic dianion, which showed absorption maxima at similar to 410 nm.

  DOI：

  10.1021/acs.orglett.5b01547

文献信息

• ADDITION OF PYRROLES TO 1,4-BENZOQUINONE
  作者：E. Bullock

  DOI：10.1139/v58-253

  日期：1958.12.1

  not available

  不可用
• Pratesi, Gazzetta Chimica Italiana, 1936, vol. 66, p. 215,220
  作者：Pratesi

  DOI：——

  日期：——
• Fischer et al., Chemische Berichte, 1959, vol. 92, p. 2026,2028
  作者：Fischer et al.

  DOI：——

  日期：——
• Synthesis, Absorption, and Electrochemical Properties of Quinoid-Type Bisboron Complexes with Highly Symmetrical Structures
  作者：Yasuhiro Kubota、Takahiro Niwa、Jiye Jin、Kazumasa Funabiki、Masaki Matsui

  DOI：10.1021/acs.orglett.5b01547

  日期：2015.6.19

  Novel bisboron complexes of bidentate ligands consisting of 1,4-benzoquinone and two pyrrole rings were synthesized by using a simple two-step reaction. In solution, the bisboron complexes showed absorption maxima at similar to 620 and 800 nm, which were attributed to the allowed S-0 -> S-2 and forbidden S-0 -> S-1 transitions, respectively. The bisboron complexes did not show any fluorescence, probably because of their highly symmetrical structure which forbids the S-0 -> S-1 transition. Bisboron complexes underwent a two-electron reduction to yield the corresponding aromatic dianion, which showed absorption maxima at similar to 410 nm.