2,3-dibromo-5-hexadecanoylthiophene | 1283076-39-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-dibromo-5-hexadecanoylthiophene
• 英文别名: 1-(4,5-Dibromothiophen-2-yl)hexadecan-1-one；1-(4,5-dibromothiophen-2-yl)hexadecan-1-one
• CAS: 1283076-39-0
• 化学式: C₂₀H₃₂Br₂OS
• 分子量: 480.347
• InChiKey: CFZBCOAJRXNLQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  24
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  2,3-dibromo-5-hexadecanoylthiophene 在 四(三苯基膦)钯 、 三氟化硼乙醚 、 sodium carbonate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 20.0h， 生成 5-hexadecanoylbenzo[1,2-b:3,4-b':5,6-d'']trithiophene
  参考文献：
  名称：

  Benzotrithiophene - A Planar, Electron-Rich Building Block for Organic Semiconductors

  摘要：

  Several functionalized benzo[1,2-b:3,4-b':5,6-d']trithiophenes have been synthesized and characterized. The fully planar and highly electron-rich material shows great promise as the donor constituent in donor-acceptor type copolymers for use in organic electronics. As a proof of concept, a copolymer with the electron acceptor, 2,1,3-benzothiadiazole, has been prepared. Side-chain modifications have been employed to adjust both the electron-rich character of the monomer and the solubility and processability of the polymer.

  DOI：

  10.1021/ol200643z
• 作为产物：
  描述：

  2,3-二溴噻吩 、 棕榈酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 2.25h， 以99%的产率得到2,3-dibromo-5-hexadecanoylthiophene
  参考文献：
  名称：

  Benzotrithiophene - A Planar, Electron-Rich Building Block for Organic Semiconductors

  摘要：

  Several functionalized benzo[1,2-b:3,4-b':5,6-d']trithiophenes have been synthesized and characterized. The fully planar and highly electron-rich material shows great promise as the donor constituent in donor-acceptor type copolymers for use in organic electronics. As a proof of concept, a copolymer with the electron acceptor, 2,1,3-benzothiadiazole, has been prepared. Side-chain modifications have been employed to adjust both the electron-rich character of the monomer and the solubility and processability of the polymer.

  DOI：

  10.1021/ol200643z

文献信息

• Benzotrithiophene - A Planar, Electron-Rich Building Block for Organic Semiconductors
  作者：Christian B. Nielsen、Jamie M. Fraser、Bob C. Schroeder、Junping Du、Andrew J. P. White、Weimin Zhang、Iain McCulloch

  DOI：10.1021/ol200643z

  日期：2011.5.6

  Several functionalized benzo[1,2-b:3,4-b':5,6-d']trithiophenes have been synthesized and characterized. The fully planar and highly electron-rich material shows great promise as the donor constituent in donor-acceptor type copolymers for use in organic electronics. As a proof of concept, a copolymer with the electron acceptor, 2,1,3-benzothiadiazole, has been prepared. Side-chain modifications have been employed to adjust both the electron-rich character of the monomer and the solubility and processability of the polymer.