1-(4,5-bis(chloromethyl)thiophen-2-yl)hexan-1-one | 1384071-25-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4,5-bis(chloromethyl)thiophen-2-yl)hexan-1-one
• 英文别名: 1-[4,5-Bis(chloromethyl)thiophen-2-yl]hexan-1-one；1-[4,5-bis(chloromethyl)thiophen-2-yl]hexan-1-one
• CAS: 1384071-25-3
• 化学式: C₁₂H₁₆Cl₂OS
• 分子量: 279.23
• InChiKey: JTQDLYITZARZQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4,5-bis(chloromethyl)thiophen-2-yl)hexan-1-one 、 足球烯 在 18-冠醚-6 、 potassium iodide 作用下， 以 邻二氯苯 为溶剂， 反应 0.5h， 以32%的产率得到
  参考文献：
  名称：

  Synthesis of Mono- and Bisadducts of Thieno-o-quinodimethane with C₆₀ for Efficient Polymer Solar Cells

  摘要：

  A series of mono- and bisadducts of thieno-o-quinodimethane with C-60 (TOQC) was efficiently prepared through the Diels-Alder reaction of pristine or solubilizing side-chain-substituted 2,3-bis(chloromethyl)thiophene with C-60. The pristine TOQC bisadduct (bis-TOQC) shows much higher performance than the side-chain-substituted TOQC bisadducts in polymer solar cells, while the situation is inverse for the TOQC monoadducts. The best power conversion efficiency of 5.1% was achieved from the bis-TOQC:P3HT solar cells under simulated AM1.5G irradiation (86 mW/cm(2)).

  DOI：

  10.1021/ol3002392
• 作为产物：
  描述：

  己酰氯 在 aluminum (III) chloride 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 1-(4,5-bis(chloromethyl)thiophen-2-yl)hexan-1-one
  参考文献：
  名称：

  Synthesis of Mono- and Bisadducts of Thieno-o-quinodimethane with C₆₀ for Efficient Polymer Solar Cells

  摘要：

  A series of mono- and bisadducts of thieno-o-quinodimethane with C-60 (TOQC) was efficiently prepared through the Diels-Alder reaction of pristine or solubilizing side-chain-substituted 2,3-bis(chloromethyl)thiophene with C-60. The pristine TOQC bisadduct (bis-TOQC) shows much higher performance than the side-chain-substituted TOQC bisadducts in polymer solar cells, while the situation is inverse for the TOQC monoadducts. The best power conversion efficiency of 5.1% was achieved from the bis-TOQC:P3HT solar cells under simulated AM1.5G irradiation (86 mW/cm(2)).

  DOI：

  10.1021/ol3002392

文献信息

• Synthesis of Mono- and Bisadducts of Thieno-<i>o</i>-quinodimethane with C₆₀ for Efficient Polymer Solar Cells
  作者：Congyun Zhang、Shan Chen、Zuo Xiao、Qiqun Zuo、Liming Ding

  DOI：10.1021/ol3002392

  日期：2012.3.16

  A series of mono- and bisadducts of thieno-o-quinodimethane with C-60 (TOQC) was efficiently prepared through the Diels-Alder reaction of pristine or solubilizing side-chain-substituted 2,3-bis(chloromethyl)thiophene with C-60. The pristine TOQC bisadduct (bis-TOQC) shows much higher performance than the side-chain-substituted TOQC bisadducts in polymer solar cells, while the situation is inverse for the TOQC monoadducts. The best power conversion efficiency of 5.1% was achieved from the bis-TOQC:P3HT solar cells under simulated AM1.5G irradiation (86 mW/cm(2)).