(3-己基噻吩-2-基)氯化镁 | 1220778-17-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: (3-己基噻吩-2-基)氯化镁
• 英文名称: (3-hexylthiophen-2-yl)magnesium chloride
• CAS: 1220778-17-5
• 化学式: C₁₀H₁₅ClMgS
• 分子量: 227.053
• InChiKey: YFIFCVZRRHYWEB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  13.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (3-己基噻吩-2-基)氯化镁 、 (4-己基噻吩-2-基)氯化镁 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 生成 3,3'-二己基-2,2'-并噻吩 、 4,4'-二己基-2,2'-联噻吩 、 3,4'-二己基-2,2'-并噻吩
  参考文献：
  名称：

  LiCl-Promoted Chain Growth Kumada Catalyst-Transfer Polycondensation of the “Reversed” Thiophene Monomer

  摘要：

  The effect of LiCl on the chain growth Kumada catalyst-transfer polycondensation (KCTP) of the "reversed" thiophene monomer, 5-bromo-2-chloromagnesio-3-hexylthiophene (3a) (that has bulky substituent adjacent to the chloromagnesium group), was investigated. LiCl promotes the polymerization of 3a, and the polymerization also exhibits living characteristics similar to those of the "normal" monomer, 2-bromo-5-chloromagnesio-3-heacylthiophene (3b). However, initiation is much slower than chain propagation due to the steric hindrance between hexyl groups in the transmetalation (TM) step that leads to the formation of the initiator via head-to-head (HH) coupling. Consequently, regioregular poly(3-hexylthiophene) (P3HT) with large polydispersity (PDI) and higher number-average molecular weight (M-n) than the theoretical value was obtained. Because of the slow initiation with 3a, the polymerization of 3a occurs primarily after the consumption of 3b in the copolymerization of 3a and 3b, and P3HT with high regioregularity was still obtained.

  DOI：

  10.1021/ma201192p