Bromo-hex-1-ynyl-di(propan-2-yl)silane | 321674-12-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Bromo-hex-1-ynyl-di(propan-2-yl)silane
• CAS: 321674-12-8
• 化学式: C₁₂H₂₃BrSi
• 分子量: 275.304
• InChiKey: WICLQNASDCMSOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  Bromo-hex-1-ynyl-di(propan-2-yl)silane 、 4-(prop-2-yn-1-yloxy)but-2-yn-1-ol 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以0.392 g的产率得到hex-1-ynyl-diisopropyl-(4-prop-2-ynyloxy-but-2-ynyloxy)-silane
  参考文献：
  名称：

  新的和有效的程序，用于制备不对称的silaketals。

  摘要：

  [反应：见正文]提出了一种新的有效方法，该方法可通过三步方案制备不对称的Silaketal，而无需分离中间体。通过该反应序列也可以容易地获得不对称的甲硅烷基醚和硅烷。

  DOI：

  10.1021/ol034207j
• 作为产物：
  描述：

  1-hexynyllithium 在 六甲基磷酰三胺 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 、 乙醚 为溶剂， 反应 2.0h， 生成 Bromo-hex-1-ynyl-di(propan-2-yl)silane
  参考文献：
  名称：

  Synthesis of cyclic allenylsilanes via an intramolecular substitution reaction of 1-siloxy-2,3-epoxyalkanes

  摘要：

  Intramolecular substitution reactions of 1-(alkynylsiloxy)-2,3-epoxyalkanes under acidic or basic conditions were investigated. In the presence of t-butyllithium, cyclic allenylsilanes, which can be easily converted to the corresponding allenes, were obtained in good yields. The regioselectivity was highly dependent on the configuration of the epoxide moiety, which was rationalized by assuming chair-like transition state models of the 6-endo type cyclization reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01699-3

文献信息

• New and Efficient Procedure for the Preparation of Unsymmetrical Silaketals
  作者：Marc Petit、Gaëlle Chouraqui、Corinne Aubert、Max Malacria

  DOI：10.1021/ol034207j

  日期：2003.6.1

  [reaction: see text] A new and efficient procedure for the preparation of unsymmetrical silaketals via a three-step protocol without isolation of the intermediates is presented. The unsymmetrical silyl ethers and silanes can also be readily obtained via this sequence of reactions.

  [反应：见正文]提出了一种新的有效方法，该方法可通过三步方案制备不对称的Silaketal，而无需分离中间体。通过该反应序列也可以容易地获得不对称的甲硅烷基醚和硅烷。
• Synthesis of cyclic allenylsilanes via an intramolecular substitution reaction of 1-siloxy-2,3-epoxyalkanes
  作者：Keiji Tanino、Yuhko Honda、Masaaki Miyashita*

  DOI：10.1016/s0040-4039(00)01699-3

  日期：2000.11

  Intramolecular substitution reactions of 1-(alkynylsiloxy)-2,3-epoxyalkanes under acidic or basic conditions were investigated. In the presence of t-butyllithium, cyclic allenylsilanes, which can be easily converted to the corresponding allenes, were obtained in good yields. The regioselectivity was highly dependent on the configuration of the epoxide moiety, which was rationalized by assuming chair-like transition state models of the 6-endo type cyclization reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.