2-bromo-N,N'-dicyano-5-methyl-1,4-benzoquinonediimine | 111958-86-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-bromo-N,N'-dicyano-5-methyl-1,4-benzoquinonediimine
• 英文别名: 2-bromo-5-methyl-N,N'-dicyanoquinonediimine；(2-Bromo-4-cyanoimino-5-methylcyclohexa-2,5-dien-1-ylidene)cyanamide
• CAS: 111958-86-2
• 化学式: C₉H₅BrN₄
• 分子量: 249.069
• InChiKey: LCHBCDXYGPMUFM-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：
  0.11
• 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：

  2-bromo-N,N'-dicyano-5-methyl-1,4-benzoquinonediimine 、 thallium(I) trifluoroacetate 以 乙腈 为溶剂， 以22%的产率得到bis(2-bromo-N,N'-dicyano-5-methyl-1,4-benzoquinonediimine)thallium
  参考文献：
  名称：

  Huenig, Siegfried; Kemmer, Martina; Meixner, Hubert, European Journal of Inorganic Chemistry, 1999, # 5, p. 899 - 916

  摘要：

  DOI：

文献信息

• Crystal and electronic structures of conductive anion-radical salts, (2,5-R1R2-DCNQI)2Cu (DCNQI = N,N'-dicyanoquinonediimine; R1, R2 = CH3, CH3O, Cl, Br)
  作者：Reizo Kato、Hayao Kobayashi、Akiko Kobayashi

  DOI：10.1021/ja00196a032

  日期：1989.7

  Crystal structures of a series of highly conductive anion-radical salts with formula (2,5-Rsub 1},Rsub 2}-DCNQI)sub 2}Cu (DCNQI = N,Nprime}-dicyanoquinonediimine; Rsub 1}, Rsub 2} = CHsub 3}, CHsub 3}O, Cl, Br) have been studied at room temperature and 100 K. at room temperature, all these compounds are isostructural (tetragonal, space group I4sub 1}/a). The structure consists of a face-to-face

  一系列具有式 (2,5-Rsub 1},Rsub 2}-DCNQI)sub 2}Cu (DCNQI = N,Nprime}-二氰基醌二亚胺; Rsub 1}, Rsub 2} = CHsub 3}, CHsub 3}O, Cl, Br) 已在室温和 100 K 下进行研究。 ，空间群 I4sub 1}/a)。该结构由沿晶体 c 轴的面对面 DCNQI 柱组成。Cu 阳离子以 Dsub 2d} 扭曲四面体方式与 DCNQI 分子的 N 原子配位。该系统中的金属-绝缘体转变伴随着 c 轴的突然集中。X 射线卫星反射表明周期为 3c 的周期性晶格畸变出现在金属-绝缘体转变温度 (Tsub M-1}) 以下。
• Erk, Peter; Gross, Hans-Joerg; Huenig, Siegfried, Angewandte Chemie, 1989, vol. 101, p. 1297 - 1298
  作者：Erk, Peter、Gross, Hans-Joerg、Huenig, Siegfried、Langohr, Uwe、Meixner, Hubert、et al.

  DOI：——

  日期：——
• Nonlinear Conductivity in Dicyanoquinonediimine Complexes
  作者：Hitoshi Wakita、Tatsuhiko Ozawa、Yoshimasa Bando、Takehiko Mori

  DOI：10.1143/jpsj.79.094703

  日期：2010.9.15

  Nonlinear conductivity is observed below the metal-insulator (M-I) transitions of molecular conductors, halogen-substituted (R-1,R-2-DCNQI)(2)Cu (DCNQI: dicyanoquinonediimine, R-1,R-2: methyl or halogen). Despite the difference of the M-I transition temperatures depending on the halogens, these compounds show nonlinear properties at similar low temperatures (<80 K), and the characteristics are regarded as "activation'' type. The complex of deuterated dimethyl-DCNQI (d(2)-DMeDCNQI)(2)Cu, which shows reentrant M-I-M transitions, exhibits irreversible switching from a low-conducting state to a high-conducting state in the intermediate I state. Since the Peierls distortion is irreversibly erased by the electric field, this phenomenon is called "Peierls memory''. In addition, "inverse'' nonlinear conductivity from a high-conducting state to a low-conducting state is observed at the low-temperature M state, which is not only entirely reversible but also accompanied by a new kind of rapid current oscillation in the order of 3 kHz. These observations demonstrate metastable nature of the intermediate I state.
• Kobayashi, Akiko; Kato, Reizo; Kobayashi, Hayao, Chemistry Letters, 1989, p. 1843 - 1846
  作者：Kobayashi, Akiko、Kato, Reizo、Kobayashi, Hayao

  DOI：——

  日期：——