1,2-Bis(2-bromoethynyl)-4,5-dibutoxybenzene | 1447279-60-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-Bis(2-bromoethynyl)-4,5-dibutoxybenzene
• 英文别名: 1,2-bis(2-bromoethynyl)-4,5-dibutoxybenzene
• CAS: 1447279-60-8
• 化学式: C₁₈H₂₀Br₂O₂
• 分子量: 428.164
• InChiKey: LDCFLBYQUMPWNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-Bis(2-bromoethynyl)-4,5-dibutoxybenzene 、 三甲基乙炔基硅 在 盐酸羟胺 、 正丁胺 、 copper(l) chloride 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.67h， 以28%的产率得到4-[4,5-Dibutoxy-2-(4-trimethylsilylbuta-1,3-diynyl)phenyl]buta-1,3-diynyl-trimethylsilane
  参考文献：
  名称：

  Hexadecadehydrodibenzo[20]-, Tetracosadehydrotribenzo[30]-, and Dotriacontadehydrotetrabenzo[40]annulenes: Syntheses, Characterizations, Electronic Properties, and Self-Associations

  摘要：

  Hexadecadehydrodibenzo[20]-, tetracosadehydrotribenzo[30]-, and dotriacontadehydrotetrabenzo[40]annulene derivatives ([20]-, [30]-, and [40]DBAs) possessing tetrayne linkages were synthesized. X-ray diffraction analysis demonstrated that the molecules of [30]DBA and p-xylene form a 2D sheetlike structure. Planar [20]- and [30]DBAs show significantly weak or almost no tropicity. The extension of the acetylenic linkages from a diyne to a tetrayne unit narrows HOMO-LUMO gaps. The self-association behavior of [30]DBA in solution resulting from effective pi-pi stacking interactions was observed.

  DOI：

  10.1021/jo401200m
• 作为产物：
  描述：

  在 N-溴代丁二酰亚胺(NBS) 、 silver nitrate 作用下， 以 丙酮 为溶剂， 反应 6.0h， 以430 mg的产率得到1,2-Bis(2-bromoethynyl)-4,5-dibutoxybenzene
  参考文献：
  名称：

  Hexadecadehydrodibenzo[20]-, Tetracosadehydrotribenzo[30]-, and Dotriacontadehydrotetrabenzo[40]annulenes: Syntheses, Characterizations, Electronic Properties, and Self-Associations

  摘要：

  Hexadecadehydrodibenzo[20]-, tetracosadehydrotribenzo[30]-, and dotriacontadehydrotetrabenzo[40]annulene derivatives ([20]-, [30]-, and [40]DBAs) possessing tetrayne linkages were synthesized. X-ray diffraction analysis demonstrated that the molecules of [30]DBA and p-xylene form a 2D sheetlike structure. Planar [20]- and [30]DBAs show significantly weak or almost no tropicity. The extension of the acetylenic linkages from a diyne to a tetrayne unit narrows HOMO-LUMO gaps. The self-association behavior of [30]DBA in solution resulting from effective pi-pi stacking interactions was observed.

  DOI：

  10.1021/jo401200m

文献信息

• Hexadecadehydrodibenzo[20]-, Tetracosadehydrotribenzo[30]-, and Dotriacontadehydrotetrabenzo[40]annulenes: Syntheses, Characterizations, Electronic Properties, and Self-Associations
  作者：Shin-ichiro Kato、Nobutaka Takahashi、Yosuke Nakamura

  DOI：10.1021/jo401200m

  日期：2013.8.2

  Hexadecadehydrodibenzo[20]-, tetracosadehydrotribenzo[30]-, and dotriacontadehydrotetrabenzo[40]annulene derivatives ([20]-, [30]-, and [40]DBAs) possessing tetrayne linkages were synthesized. X-ray diffraction analysis demonstrated that the molecules of [30]DBA and p-xylene form a 2D sheetlike structure. Planar [20]- and [30]DBAs show significantly weak or almost no tropicity. The extension of the acetylenic linkages from a diyne to a tetrayne unit narrows HOMO-LUMO gaps. The self-association behavior of [30]DBA in solution resulting from effective pi-pi stacking interactions was observed.