9-Methyl-2-vinyl-fluoren | 24737-53-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-Methyl-2-vinyl-fluoren
• 英文别名: 2-ethenyl-9-methyl-9H-fluorene
• CAS: 24737-53-9
• 化学式: C₁₆H₁₄
• 分子量: 206.287
• InChiKey: LSUYLAILASQDBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 9-Methyl-2-vinyl-fluoren 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 9,9-dimethyl-2-vinylfluorene
  参考文献：
  名称：

  Anionic Synthesis of Poly(9-methyl-9-trimethylsilyl-2-vinylfluorene) (PMSVF). Spontaneous Deprotection−Protonation of PMSVF with Potassium Methoxide/Methanol Gives Poly(9-methyl-2-vinylfluorene)

  摘要：

  The BuLi or potassium naphthalide initiated polymerization is described of 9-methyl-9-trimethylsilyl-2-vinylfluorene (MSVF) in tetrahydofuran at -78 degreesC. The purification is described of this monomer and of 9,9-dimethyl-2-vinylfluorene (DMVF) by polystyrene (PS) beads that are functionalized with 9-alkylfluorenyllithium groups that act as both scavengers and indicators. In both Li and K ion mediated polymerizations of MSVF, narrow molecular weight distribution PMSVFs are obtained. For the Li ion mediated termination of the living polymer by methanol, the PMSVF is readily isolated. However, in the presence of potassium ion a spontaneous and catalytic deprotection occurs of the trimethylsilyl group by potassium methoxide (MeOK). This reaction appears to be prevented in the case of the Li ion by strong ion pair or ionic aggregate interactions of MeOLi.

  DOI：

  10.1021/ma030133f
• 作为产物：
  描述：

  2-Vinyl-fluoren 、 碘甲烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 9-Methyl-2-vinyl-fluoren
  参考文献：
  名称：

  Anionic Synthesis of Poly(9-methyl-9-trimethylsilyl-2-vinylfluorene) (PMSVF). Spontaneous Deprotection−Protonation of PMSVF with Potassium Methoxide/Methanol Gives Poly(9-methyl-2-vinylfluorene)

  摘要：

  The BuLi or potassium naphthalide initiated polymerization is described of 9-methyl-9-trimethylsilyl-2-vinylfluorene (MSVF) in tetrahydofuran at -78 degreesC. The purification is described of this monomer and of 9,9-dimethyl-2-vinylfluorene (DMVF) by polystyrene (PS) beads that are functionalized with 9-alkylfluorenyllithium groups that act as both scavengers and indicators. In both Li and K ion mediated polymerizations of MSVF, narrow molecular weight distribution PMSVFs are obtained. For the Li ion mediated termination of the living polymer by methanol, the PMSVF is readily isolated. However, in the presence of potassium ion a spontaneous and catalytic deprotection occurs of the trimethylsilyl group by potassium methoxide (MeOK). This reaction appears to be prevented in the case of the Li ion by strong ion pair or ionic aggregate interactions of MeOLi.

  DOI：

  10.1021/ma030133f

文献信息

• Anionic Synthesis of Poly(9-methyl-9-trimethylsilyl-2-vinylfluorene) (PMSVF). Spontaneous Deprotection−Protonation of PMSVF with Potassium Methoxide/Methanol Gives Poly(9-methyl-2-vinylfluorene)
  作者：Xi Zhang、Thieo E. Hogen-Esch

  DOI：10.1021/ma030133f

  日期：2003.10.1

  The BuLi or potassium naphthalide initiated polymerization is described of 9-methyl-9-trimethylsilyl-2-vinylfluorene (MSVF) in tetrahydofuran at -78 degreesC. The purification is described of this monomer and of 9,9-dimethyl-2-vinylfluorene (DMVF) by polystyrene (PS) beads that are functionalized with 9-alkylfluorenyllithium groups that act as both scavengers and indicators. In both Li and K ion mediated polymerizations of MSVF, narrow molecular weight distribution PMSVFs are obtained. For the Li ion mediated termination of the living polymer by methanol, the PMSVF is readily isolated. However, in the presence of potassium ion a spontaneous and catalytic deprotection occurs of the trimethylsilyl group by potassium methoxide (MeOK). This reaction appears to be prevented in the case of the Li ion by strong ion pair or ionic aggregate interactions of MeOLi.