4-Hexadecylpentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),4,9,11,13,15,17,19-octaene-3,6-dione | 1026039-20-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 4-Hexadecylpentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),4,9,11,13,15,17,19-octaene-3,6-dione
• CAS: 1026039-20-2
• 化学式: C₃₆H₄₄O₂
• 分子量: 508.744
• InChiKey: WSNZMQCMNSGRSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  38
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二(三甲基硅基)碳酰二亚胺 、 4-Hexadecylpentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),4,9,11,13,15,17,19-octaene-3,6-dione 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 23.0h， 以56%的产率得到(6-Cyanoimino-4-hexadecyl-3-pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),4,9,11,13,15,17,19-octaenylidene)cyanamide
  参考文献：
  名称：

  In Search of Molecular Rectifiers. The Donor−σ−Acceptor System Derived from Triptycenequinone and Tetrathiafulvalene

  摘要：

  Several donor-sigma-acceptor compounds (8, 9, 13, and 14) have been synthesized that contain a sterically hindered quinone tethered by a tetramethylene chain to a substituted tetrathiafulvalene. Compounds 13 and 14 show a dramatic increase (approximate to 450 mV) in the oxidation potential of the dipyrrolo-TTF unit, suggestive of considerable electron withdrawal through the sigma-bridge. Monolayers of 9 and 14 are metastable at the air-water interface.

  DOI：

  10.1021/jo9717393
• 作为产物：
  描述：

  triptycene-1,4-diol 在 盐酸 、 正丁基锂 、 三氯化铁 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 4-Hexadecylpentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),4,9,11,13,15,17,19-octaene-3,6-dione
  参考文献：
  名称：

  In Search of Molecular Rectifiers. The Donor−σ−Acceptor System Derived from Triptycenequinone and Tetrathiafulvalene

  摘要：

  Several donor-sigma-acceptor compounds (8, 9, 13, and 14) have been synthesized that contain a sterically hindered quinone tethered by a tetramethylene chain to a substituted tetrathiafulvalene. Compounds 13 and 14 show a dramatic increase (approximate to 450 mV) in the oxidation potential of the dipyrrolo-TTF unit, suggestive of considerable electron withdrawal through the sigma-bridge. Monolayers of 9 and 14 are metastable at the air-water interface.

  DOI：

  10.1021/jo9717393

文献信息

• In Search of Molecular Rectifiers. The Donor−σ−Acceptor System Derived from Triptycenequinone and Tetrathiafulvalene
  作者：Stefan Scheib、Michael P. Cava、J. W. Baldwin、R. M. Metzger

  DOI：10.1021/jo9717393

  日期：1998.2.1

  Several donor-sigma-acceptor compounds (8, 9, 13, and 14) have been synthesized that contain a sterically hindered quinone tethered by a tetramethylene chain to a substituted tetrathiafulvalene. Compounds 13 and 14 show a dramatic increase (approximate to 450 mV) in the oxidation potential of the dipyrrolo-TTF unit, suggestive of considerable electron withdrawal through the sigma-bridge. Monolayers of 9 and 14 are metastable at the air-water interface.