3,6-Bis(methoxymethoxy)pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene | 1026321-17-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 3,6-Bis(methoxymethoxy)pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene
• CAS: 1026321-17-4
• 化学式: C₂₄H₂₂O₄
• 分子量: 374.436
• InChiKey: FBUZVQZGUNSKDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,6-Bis(methoxymethoxy)pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene 在 cesium hydroxide 、 正丁基锂 作用下， 反应 34.75h， 生成 2-[4-[4-[3,6-Bis(methoxymethoxy)-4-pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaenyl]butylsulfanyl]-5-methylsulfanyl-1,3-dithiol-2-ylidene]-4,5-bis(methylsulfanyl)-1,3-dithiole
  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 、 氯甲基甲基醚 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以67%的产率得到3,6-Bis(methoxymethoxy)pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene
  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