1-bromo-4-(bromomethyl)-2,5-bis(2-ethylhexyloxy)benzene | 357396-89-5

• 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: 1-bromo-4-(bromomethyl)-2,5-bis(2-ethylhexyloxy)benzene
• 英文别名: 1-bromo-2,5-bis(2-ethylhexyloxy)-4-bromomethylbenzene
• CAS: 357396-89-5
• 化学式: C₂₃H₃₈Br₂O₂
• 分子量: 506.362
• InChiKey: PIEXUYUAPNFGEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.53
• 重原子数：
  27.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-bromo-4-(bromomethyl)-2,5-bis(2-ethylhexyloxy)benzene 在 正丁基锂 、 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 正庚烷 、 乙基苯 为溶剂， 反应 37.0h， 生成 5-{2,5-bis(2-ethylhexyloxy)-4-[4-(diethylamino)styryl]styryl}thiophene-2-carbaldehyde
  参考文献：
  名称：

  Push-Pull Chromophore with Phenylene and Thiophene as Conjugation Bridge for Electro-Optic Applications

  摘要：

  We designed and synthesized a push-pull type chromophore (PT-TCF) containing phenylene and thiophene ring as a conjugation bridge. Bulky alkyl chain was substituted into the phenylene bridge to minimize the intermolecular interaction among the neighbor molecules and to enhance solubility of the chromophore in solvents and a polymer host. H-1 NMR and (H-1H)-H-1 COSY spectroscopy confirmed that the chromophore was in all trans-ethenyl conformation. The chromophore exhibited fairly high melting point of 188 degrees C. The chromophore was thermally stable up to 220 degrees C in the nitrogen atmosphere. The relatively high melting point and decomposition on-set may be attributable to the rigid bridge component. The chromophore was blended with an optically transparent polymer host to make a thin film and then its macroscopic optical nonlinearities were evaluated. In a preliminary result, the polymer films containing PT-TCF as a concentration of 50 wt% exhibited electro-optic coefficient as large as 22pm/V taken at 1.55 mu m.

  DOI：

  10.1080/15421400601021505
• 作为产物：
  描述：

  2-ethylhexyl 4-methylbenzenesulfonate 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 四丁基氯化铵 、 potassium carbonate 作用下， 以 四氯化碳 、 丁酮 为溶剂， 反应 18.0h， 生成 1-bromo-4-(bromomethyl)-2,5-bis(2-ethylhexyloxy)benzene
  参考文献：
  名称：

  具有富勒烯侧链的共轭聚合物的光致电子转移和光伏器件。

  摘要：

  DOI：

  10.1021/ja015614y