4-ethynylphenyl-2,4-dinitrobromobenzene | 308085-44-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-ethynylphenyl-2,4-dinitrobromobenzene
• 英文别名: 1-bromo-4-ethynylphenyl-2,5-dinitrobenzene；1-Bromo-2,5-dinitro-4-(2-phenylethynyl)benzene
• CAS: 308085-44-1
• 化学式: C₁₄H₇BrN₂O₄
• 分子量: 347.125
• InChiKey: YGQZRUMCLCPJNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  acetylsulfanyl-4-(ethynyl)benzene 、 4-ethynylphenyl-2,4-dinitrobromobenzene 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ copper(l) iodide 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以24%的产率得到2',5'-dinitro-4,4'-diethynylphenyl-1-thioacetylbenzene
  参考文献：
  名称：

  Accoutrements of a molecular computer: switches, memory components and alligator clips

  摘要：

  Several second generation memory components consisting of oligo(phenylene ethynylene)s containing easily reducible functionalities consisting of either nitro or quinone cores have been synthesized for incorporation into molecular electronic devices. Additionally, two new types of contacts between organic compounds and a metal surface based on diazonium salts or pyridine have been synthesized and integrated into molecules for use in molecular electronic devices. (C) 2001 Elsevier Science Ltd. Ah rights reserved.

  DOI：

  10.1016/s0040-4020(01)00361-1
• 作为产物：
  描述：

  2-bromo-4-nitro-5-ethynylphenylaniline 在 次氟酸 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 0.08h， 以60%的产率得到4-ethynylphenyl-2,4-dinitrobromobenzene
  参考文献：
  名称：

  Accoutrements of a molecular computer: switches, memory components and alligator clips

  摘要：

  Several second generation memory components consisting of oligo(phenylene ethynylene)s containing easily reducible functionalities consisting of either nitro or quinone cores have been synthesized for incorporation into molecular electronic devices. Additionally, two new types of contacts between organic compounds and a metal surface based on diazonium salts or pyridine have been synthesized and integrated into molecules for use in molecular electronic devices. (C) 2001 Elsevier Science Ltd. Ah rights reserved.

  DOI：

  10.1016/s0040-4020(01)00361-1

文献信息

• Oxidation of Electron-Deficient Anilines by HOF. A Route to Nitro-Containing Compounds for Molecular Electronic Devices
  作者：Shawn M. Dirk、Edward T. Mickelson、Jay C. Henderson、James M. Tour

  DOI：10.1021/ol006539j

  日期：2000.10.1

  [GRAPHICS]Nitroaromatic compounds for molecular electronic devices are prepared by the high-yielding oxidation of electron-deficient anilines using HOF generated in a fluorine-acetonitrile-water system.
• Accoutrements of a molecular computer: switches, memory components and alligator clips
  作者：Shawn M. Dirk、David W. Price、Stephanie Chanteau、Dmitry V. Kosynkin、James M. Tour

  DOI：10.1016/s0040-4020(01)00361-1

  日期：2001.6

  Several second generation memory components consisting of oligo(phenylene ethynylene)s containing easily reducible functionalities consisting of either nitro or quinone cores have been synthesized for incorporation into molecular electronic devices. Additionally, two new types of contacts between organic compounds and a metal surface based on diazonium salts or pyridine have been synthesized and integrated into molecules for use in molecular electronic devices. (C) 2001 Elsevier Science Ltd. Ah rights reserved.