2,3-diamino-1,4-bis(dimethylamino)benzene | 391860-19-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,3-diamino-1,4-bis(dimethylamino)benzene
• 英文别名: 1,2-diamino-3,6-bis(dimethylamino)benzene；1-N,1-N,4-N,4-N-tetramethylbenzene-1,2,3,4-tetramine
• CAS: 391860-19-8
• 化学式: C₁₀H₁₈N₄
• 分子量: 194.28
• InChiKey: IADMLQHZRAHNAB-UHFFFAOYSA-N

物化性质

• 沸点：
  332.1±42.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-diamino-1,4-bis(dimethylamino)benzene 在 selenium(IV) oxide 作用下， 以 水 为溶剂， 反应 20.0h， 以350 mg的产率得到4,7-bis(dimethylamino)benzo[c][1,2,5]selenadiazole
  参考文献：
  名称：

  Preparation, Structure, and Amphoteric Redox Properties of p-Phenylenediamine-Type Dyes Fused with a Chalcogenadiazole Unit

  摘要：

  4,7-Bis(dialkylamino)benzo[c] [1,2,5]chalcogenadiazoles are a novel class of organic dyes that undergo reversible two-stage one-electron oxidation as well as one-electron reduction. They exhibit absorption maxima in the long-wavelength region, which are assigned as intramolecular charge transfer bands from the phenylenediamine moiety to the electron-accepting heterocycle. Their redox properties as well as molecular and crystal structures are affected by the alkyl substituents on the amino nitrogen and/or by the chalcogen atom (O, S, Se) in the heterocycle.

  DOI：

  10.1021/jo010808h
• 作为产物：
  描述：

  4,7-bis(dimethylamino)benzo[c][1,2,5]thiadiazole 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2,3-diamino-1,4-bis(dimethylamino)benzene
  参考文献：
  名称：

  Preparation, Structure, and Amphoteric Redox Properties of p-Phenylenediamine-Type Dyes Fused with a Chalcogenadiazole Unit

  摘要：

  4,7-Bis(dialkylamino)benzo[c] [1,2,5]chalcogenadiazoles are a novel class of organic dyes that undergo reversible two-stage one-electron oxidation as well as one-electron reduction. They exhibit absorption maxima in the long-wavelength region, which are assigned as intramolecular charge transfer bands from the phenylenediamine moiety to the electron-accepting heterocycle. Their redox properties as well as molecular and crystal structures are affected by the alkyl substituents on the amino nitrogen and/or by the chalcogen atom (O, S, Se) in the heterocycle.

  DOI：

  10.1021/jo010808h

文献信息

• 4,7-Bis(dimethylamino)benzimidazoles and twin-type derivatives: reversible two-stage redox system modulated by proton-transfer
  作者：Takanori Suzuki、Yoshiaki Tsubata、Yoshiaki Obana、Takanori Fukushima、Tsutomu Miyashi、Mayu Saito、Hidetoshi Kawai、Kenshu Fujiwara、Kimio Akiyama

  DOI：10.1016/j.tetlet.2003.09.012

  日期：2003.10

  The title electron donors 1 as well as their conjugate bases 2(-) undergo reversible two-stage one-electron oxidation. ESR analysis indicated the important contribution of zwitterionic structure for radicals 2(.). Bis(zwitterionic) but not quinoid structure was suggested for p-4, generated from the twin-type dianionic donor P-4(2-) with a p-phenylene spacer. (C) 2003 Elsevier Ltd. All rights reserved.
• Preparation, Structure, and Amphoteric Redox Properties of <i>p</i>-Phenylenediamine-Type Dyes Fused with a Chalcogenadiazole Unit
  作者：Takanori Suzuki、Takashi Tsuji、Tsuneyuki Okubo、Akihisa Okada、Yoshiaki Obana、Takanori Fukushima、Tsutomu Miyashi、Yoshiro Yamashita

  DOI：10.1021/jo010808h

  日期：2001.12.1

  4,7-Bis(dialkylamino)benzo[c] [1,2,5]chalcogenadiazoles are a novel class of organic dyes that undergo reversible two-stage one-electron oxidation as well as one-electron reduction. They exhibit absorption maxima in the long-wavelength region, which are assigned as intramolecular charge transfer bands from the phenylenediamine moiety to the electron-accepting heterocycle. Their redox properties as well as molecular and crystal structures are affected by the alkyl substituents on the amino nitrogen and/or by the chalcogen atom (O, S, Se) in the heterocycle.