4-((2-Bromoethyl)(methyl)amino)benzonitrile | 1015772-91-4

• 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-((2-Bromoethyl)(methyl)amino)benzonitrile
• 英文别名: 4-[2-bromoethyl(methyl)amino]benzonitrile
• CAS: 1015772-91-4
• 化学式: C₁₀H₁₁BrN₂
• 分子量: 239.115
• InChiKey: KDSJWCKLEMCSJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-((2-Bromoethyl)(methyl)amino)benzonitrile 、 4-(2-cyanoethylthio)-4',5'-bis(methylthio)tetrathiafulvalene 在 甲醇 、 cesium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到4-[2-[[2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-1,3-dithiol-4-yl]sulfanyl]ethyl-methylamino]benzonitrile
  参考文献：
  名称：

  A new 4-(N,N-dimethylamino)benzonitrile (DMABN) derivative with tetrathiafulvalene unit: modulation of the dual fluorescence of DMABN by redox reaction of tetrathiafulvalene unit

  摘要：

  A new derivative of 4-(N,N-dimethylamino)benzonitrile (DMABN) (compound 1) with TTF unit is reported. Compound 1 exhibits dual fluorescence, and moreover the dual fluorescence behavior can be modulated by reversible oxidation and reduction of TTF unit of 1 either chemically or electrochemically. Accordingly, a new molecular fluorescence switch is realized by coupling the features of TTF and DMABN. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.087
• 作为产物：
  描述：

  N-甲基-4-氰基苯胺 、 2-溴-1,1-二乙氧基乙烷 在 硫酸 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以18%的产率得到4-((2-Bromoethyl)(methyl)amino)benzonitrile
  参考文献：
  名称：

  A new 4-(N,N-dimethylamino)benzonitrile (DMABN) derivative with tetrathiafulvalene unit: modulation of the dual fluorescence of DMABN by redox reaction of tetrathiafulvalene unit

  摘要：

  A new derivative of 4-(N,N-dimethylamino)benzonitrile (DMABN) (compound 1) with TTF unit is reported. Compound 1 exhibits dual fluorescence, and moreover the dual fluorescence behavior can be modulated by reversible oxidation and reduction of TTF unit of 1 either chemically or electrochemically. Accordingly, a new molecular fluorescence switch is realized by coupling the features of TTF and DMABN. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.087