N,N'-dicyano-2,5-diiodo-1,4-benzoquinonediimine | 121546-04-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-dicyano-2,5-diiodo-1,4-benzoquinonediimine
• 英文别名: 2,5-diiodo-N,N'-dicyanoquinonediimine；2,5-diiodo-dicyanoquinondiimmine；(4-Cyanoimino-2,5-diiodocyclohexa-2,5-dien-1-ylidene)cyanamide
• CAS: 121546-04-1
• 化学式: C₈H₂I₂N₄
• 分子量: 407.94
• InChiKey: KAFGWPYAJPXSEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-dicyano-2,5-diiodo-1,4-benzoquinonediimine 、 silver tetrafluoroborate 以 乙腈 为溶剂， 生成 (2,5-diiodo-N,N'-dicyanoquinonediimine)2Ag
  参考文献：
  名称：

  （DI-DCNQI）2 M（M = Ag，Li，Cu）的相变通过温度依赖性振动和振动红外吸收分析的研究

  摘要：

  通过查看表征过渡的键序波（BOW）和电荷密度波（CDW），分析了2,5二碘-二氰基喹啉二亚胺（2,5-DI-DCNQI）标题化合物的温度相关相变。通过研究与温度有关的粉末红外光谱来进行分析，该光谱使人们可以分别评估两种对这些分子金属的相变的贡献。报告了与跃迁有关的光谱红外特征模型，并将其用于分析。发现所有标题化合物在低温下均具有BOW结构，其特征可回忆起四聚体2 k F的不稳定性周期性，特别是对于Ag和Li化合物而言。在光谱中未发现明显的CDW振幅对跃迁的贡献。

  DOI：

  10.1006/jssc.2002.9761

文献信息

• Anomalous pressure-temperature phase diagram of the molecular conductor, (DI-DCNQI)2Cu (DI-DCNQI=2,5-DIIODO-N,N′-dicyanoquinonediimine)
  作者：Yoshiaki Kashimura、Hiroshi Sawa、Shuji Aonuma、Reizo Kato、Hiroki Takahashi、Nobuo Môri

  DOI：10.1016/0038-1098(94)00852-3

  日期：1995.2

  t resistivity under pressure up to 22 kbar and the crystal and electronic band structures for the molecular conductor (DI-DCNQI) 2 Cu. In the (DCNQI) 2 Cu system, the application of pressure induces the metal-insulator (M-I) transition. (DI-DCNQI) 2 Cu shows the highest critical pressure (15.3 kbar). In contrast to previously reported (DCNQI) 2 Cu systems, however, this system turns into metallic state

  摘要 我们报告了在高达 22 kbar 的压力下的温度相关电阻率以及分子导体 (DI-DCNQI) 2 Cu 的晶体和电子能带结构。在 (DCNQI) 2 Cu 系统中，施加压力会导致金属-绝缘体 (MI) 转变。(DI-DCNQI) 2 Cu 显示出最高的临界压力 (15.3 kbar)。然而，与之前报道的 (DCNQI) 2 Cu 系统相比，该系统在 20 kbar 以上再次变为金属状态。这种异常现象是根据柱间 LUMO…LUMO 相互作用的增强来讨论的。
• Electronic state of the organic salt<mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" display="inline"><mml:mrow><mml:msub><mml:mrow><mml:mn /><mml:mo>(</mml:mo><mml:mi mathvariant="normal">D</mml:mi><mml:mi mathvariant="normal">I</mml:mi><mml:mo>−</mml:mo><mml:mi mathvariant="normal">D</mml:mi><mml:mi mathvariant="normal">C</mml:mi><mml:mi mathvariant="normal">N</mml:mi><mml:mi mathvariant="normal">Q</mml:mi><mml:mi mathvariant="normal">I</mml:mi><mml:mo>)</mml:mo><mml:mn /></mml:mrow><mml:mrow><mml:mn>2</mml:mn></mml:mrow></mml:msub></mml:mrow></mml:math>Ag, where DI-DCNQI is 2,5-diiodo-<mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" display="inline"><mml:mi>N</mml:mi></mml:math>,<mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" display="inline"><mml:mrow><mml:msup><mml:mrow><mml:mi>N</mml:mi></mml:mrow><mml:mrow><mml:mo>′</mml:mo></mml:mrow></mml:msup></mml:mrow></mml:math>-dicyanoquinonediimine
  作者：Ko-ichi Hiraki、Kazushi Kanoda

  DOI：10.1103/physrevb.54.r17276

  日期：——

  (DI-DCNQI)(2)Ag where DI-DCNQI is 2,5-diiodo-N,N' -dicyanoquinonediimine has been investigated by electrical resistance, magnetic susceptibility, and H-1 NMR measurements, and found to be nonmetallic with a charge gap of similar to 490 K and with spin susceptibility showing localization of the pi-electron spins. Antiferromagnetic ordering is evidenced at a low temperature. This is a first case of the electron antiferromagnet among the DCNQI-metal family in which the pi electrons on the DCNQI columns have an antiferromagnetic state. The nature of a Mott insulator demonstrates the importance of electronic correlation in the rr electrons in the DCNQI systems.

  (DI-DCNQI)(2)Ag，其中 DI-DCNQI 为 2,5-二碘-二氰基 quirky 环二腙双离子，通过电导率、磁 Susceptibility 和 H-1 NMR 的测量发现，该物质为非金属，具有类似于 490 K 的能隙以及自旋易化显示 π-电子自旋呈现局部化。在低温下，抗铁磁性有序被证实。这是 DCNQI-金属家族中首个..。这种 Mott 非金属态突显了 DCNQI 系统中的 rr 电子间的电子型相关性的重要性。
• Huenig, Siegfried; Kemmer, Martina; Meixner, Hubert, European Journal of Inorganic Chemistry, 1999, # 5, p. 899 - 916
  作者：Huenig, Siegfried、Kemmer, Martina、Meixner, Hubert、Sinzger, Klaus、Wenner, Hermann、et al.

  DOI：——

  日期：——
• Photochemical modification of magnetic properties in organic low-dimensional conductors
  作者：Toshio Naito、Akihiro Kakizaki、Makoto Wakeshima、Yukio Hinatsu、Tamotsu Inabe

  DOI：10.1016/j.jssc.2009.07.032

  日期：2009.10

  Magnetic properties of organic charge transfer salts Ag(DX)(2) (DX = 2,5-dihalogeno-N,N'-dicyanoquino-nediimine; X = Cl, Br, 1) were modified by UV irradiation from paramagnetism to diamagnetism in an irreversible way. The temperature dependence of susceptibility revealed that such change in magnetic behavior could be Continuously controlled by the duration of irradiation. The observation with scanning electron microprobe revealed that the original appearance of samples, e.g. black well-defined needle-shaped shiny single crystals, remained after irradiation irrespective of the irradiation conditions and the duration. Thermochemical analysis and X-ray diffraction Study demonstrated that the change in the physical properties were due to (partial) decomposition of Ag(DX)(2) to AgX, which was incorporated in the original Ag(DX)(2) lattices. Because the physical properties of low-dimensional organic conductors are very sensitive to lattice defects, even a small amount of AgX could effectively modify the electronic properties of Ag(DX)(2) Without making the original crystalline appearance collapse. (C) 2009 Elsevier Inc. All rights reserved.