15-acetoxy-6,13-dihydro-6,13-ethanopentacene | 1248544-43-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 15-acetoxy-6,13-dihydro-6,13-ethanopentacene
• 英文别名: 23-Hexacyclo[10.10.2.02,11.04,9.013,22.015,20]tetracosa-2,4,6,8,10,13,15,17,19,21-decaenyl acetate；23-hexacyclo[10.10.2.02,11.04,9.013,22.015,20]tetracosa-2,4,6,8,10,13,15,17,19,21-decaenyl acetate
• CAS: 1248544-43-5
• 化学式: C₂₆H₂₀O₂
• 分子量: 364.444
• InChiKey: SDXKNBWAYZLDKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  15-acetoxy-6,13-dihydro-6,13-ethanopentacene 在 甲醇 、 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到6,13-dihydro-14-hydroxy-6,13-ethanopentacene
  参考文献：
  名称：

  Pentacene precursors for solution-processed OFETs

  摘要：

  15-Acetoxy- and 15-hydroxy-6,13-dihydro-6,13-ethanopentacenes sublimed over 300 degrees C and no pentacene was formed below the temperature. The precursors bearing chlorinated epithiomethano bridges suffered complicated decomposition to give oligomeric pentacene derivatives. The precursor bearing an epithio-oxomethano bridge underwent smooth and clean conversion to pentacene by heat or light. An organic field-effect transistor fabricated by the spin-coating method of the precursor followed by light irradiation at 120 degrees C showed a good FET performance of mu=2.5 x 10(-2) cm(2) V-1 s(-1) and on/off ratio=3.8 x 10(4). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.051
• 作为产物：
  描述：

  乙酸乙烯酯 、 并五苯 在 对苯二酚 作用下， 以 氯苯 为溶剂， 反应 24.0h， 以66%的产率得到15-acetoxy-6,13-dihydro-6,13-ethanopentacene
  参考文献：
  名称：

  Pentacene precursors for solution-processed OFETs

  摘要：

  15-Acetoxy- and 15-hydroxy-6,13-dihydro-6,13-ethanopentacenes sublimed over 300 degrees C and no pentacene was formed below the temperature. The precursors bearing chlorinated epithiomethano bridges suffered complicated decomposition to give oligomeric pentacene derivatives. The precursor bearing an epithio-oxomethano bridge underwent smooth and clean conversion to pentacene by heat or light. An organic field-effect transistor fabricated by the spin-coating method of the precursor followed by light irradiation at 120 degrees C showed a good FET performance of mu=2.5 x 10(-2) cm(2) V-1 s(-1) and on/off ratio=3.8 x 10(4). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.051

文献信息

• Pentacene precursors for solution-processed OFETs
  作者：Hiroki Uoyama、Hiroko Yamada、Tetsuo Okujima、Hidemitsu Uno

  DOI：10.1016/j.tet.2010.06.051

  日期：2010.8

  15-Acetoxy- and 15-hydroxy-6,13-dihydro-6,13-ethanopentacenes sublimed over 300 degrees C and no pentacene was formed below the temperature. The precursors bearing chlorinated epithiomethano bridges suffered complicated decomposition to give oligomeric pentacene derivatives. The precursor bearing an epithio-oxomethano bridge underwent smooth and clean conversion to pentacene by heat or light. An organic field-effect transistor fabricated by the spin-coating method of the precursor followed by light irradiation at 120 degrees C showed a good FET performance of mu=2.5 x 10(-2) cm(2) V-1 s(-1) and on/off ratio=3.8 x 10(4). (C) 2010 Elsevier Ltd. All rights reserved.