4-(5''-dimethylamino-2',2''-bithienyl-5'-yl)pyridine | 211373-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 4-(5''-dimethylamino-2',2''-bithienyl-5'-yl)pyridine
• 英文别名: N,N-dimethyl-5-(5-pyridin-4-ylthiophen-2-yl)thiophen-2-amine
• CAS: 211373-95-4
• 化学式: C₁₅H₁₄N₂S₂
• 分子量: 286.422
• InChiKey: BBPWHRSGQWLLFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  72.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  对甲苯磺酸甲酯 、 4-(5''-dimethylamino-2',2''-bithienyl-5'-yl)pyridine 反应 24.0h， 以38%的产率得到N,N-dimethyl-5-[5-(1-methylpyridin-1-ium-4-yl)thiophen-2-yl]thiophen-2-amine;4-methylbenzenesulfonate
  参考文献：
  名称：

  Highly polarizable chromophores for nonlinear optics: syntheses, structures and properties of donor-acceptor substituted thiophenes and oligothiophenes

  摘要：

  A series of new chiral donor-acceptor substituted mono- (1a,b), bi- (2a,b,f) and terthiophenes (3) as well as thienyl- and bithienylpyridinium salts 1d-f and 2i-k with various counterions has been synthesized. This class of thiophenes exhibit excellent molecular nonlinear optical properties such as second-order polarizabilities beta or second-order hyperpolarizabilities gamma. With respect to an application as nonlinear optical materials, some of these compounds have been investigated by Kurtz powder technique as well as by X-ray crystallographic analysis. The second-harmonic generation (SHG) powder efficiencies are measured at 1.064 mu m and 1.3 mu m with urea as reference. Furthermore, the influence of the chiral donors prolinol and methoxymethylpyrrolidine in the thiophene derivatives as well as the variation of counterions in the pyridinium salts on the orientation of the chromophores in the crystalline lattice was investigated, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00450-5
• 作为产物：
  描述：

  4-(5-溴噻吩-2-基)吡啶 、 alkaline earth salt of/the/ methylsulfuric acid 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以23%的产率得到4-(5''-dimethylamino-2',2''-bithienyl-5'-yl)pyridine
  参考文献：
  名称：

  Highly polarizable chromophores for nonlinear optics: syntheses, structures and properties of donor-acceptor substituted thiophenes and oligothiophenes

  摘要：

  A series of new chiral donor-acceptor substituted mono- (1a,b), bi- (2a,b,f) and terthiophenes (3) as well as thienyl- and bithienylpyridinium salts 1d-f and 2i-k with various counterions has been synthesized. This class of thiophenes exhibit excellent molecular nonlinear optical properties such as second-order polarizabilities beta or second-order hyperpolarizabilities gamma. With respect to an application as nonlinear optical materials, some of these compounds have been investigated by Kurtz powder technique as well as by X-ray crystallographic analysis. The second-harmonic generation (SHG) powder efficiencies are measured at 1.064 mu m and 1.3 mu m with urea as reference. Furthermore, the influence of the chiral donors prolinol and methoxymethylpyrrolidine in the thiophene derivatives as well as the variation of counterions in the pyridinium salts on the orientation of the chromophores in the crystalline lattice was investigated, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00450-5