3-(trimethylsilyl)-1-propanol, methanesulfonate | 54597-87-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 3-(trimethylsilyl)-1-propanol, methanesulfonate
• 英文别名: 3-Trimethylsilylpropyl methanesulfonate
• CAS: 54597-87-4
• 化学式: C₇H₁₈O₃SSi
• 分子量: 210.37
• InChiKey: AFWZLXUVJMKYFW-UHFFFAOYSA-N

物化性质

• 沸点：
  281.2±23.0 °C(Predicted)
• 密度：
  1.015±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(trimethylsilyl)-1-propanol, methanesulfonate 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 18.0h， 以99%的产率得到(3-碘丙基)(三甲基)硅烷
  参考文献：
  名称：

  Exploratory Studies of H-Atom Abstraction and Silyl-Transfer Photoreactions of Silylalkyl Ketones and (Silylalkyl)phthalimides

  摘要：

  Exploratory studies have been conducted to probe competitive H-atom abstraction and SET-promoted, silyl-transfer reactions of excited states of silylalkyl ketones and (silylalkyl)phthalimides. Photochemical investigations with the (silylalkyl)phthalimides have demonstrated that typical gamma-H atom abstraction reactions occur upon irradiation in less polar and less silophilic solvents. In contrast, irradiation of these substances in polar-protic-silophilic solvents results in product formation via pathways involving SET-induced desilylation. Photoreactions of silylamido-aryl ketones in either nonsilophilic or silophilic solvents take place almost exclusively by sequential SET silyl-transfer routes to produce azetidine products. Finally, the chemical selectivities of photochemical reactions of silylpropyl-aryl ketones appear to depend on medium polarity and silophilicity. Irradiation of these substrates in less polar-nonsilophilic solvents leads to almost exclusive formation of acetophenone and vinyltrimethylsilane in essentially equal yields by a reaction pathway initiated by gamma-H atom abstraction and 1,4-biradical fragmentation. However, irradiation of these substances in polar-silophilic solvents produces acetophenone and vinyltrimethylsilane in an ca. 1.7:1 ratio reflecting the fact that a silyl-transfer pathway competes with H-atom abstraction under these conditions.

  DOI：

  10.1021/jo9522623
• 作为产物：
  描述：

  3-(三甲硅基)-1-丙醇 、 甲基磺酰氯 以 二氯甲烷 为溶剂， 生成 3-(trimethylsilyl)-1-propanol, methanesulfonate
  参考文献：
  名称：

  N-derivatives of 1-deoxy nojirimycin

  摘要：

  这项发明涉及新颖的1-去氧诺吉林N-衍生物，涉及它们的制备方法以及它们在糖尿病治疗和对抗逆转录病毒的用途，特别是在治疗获得性免疫缺陷综合症（AIDS）方面的用途。

  公开号：

  US05252587A1