1-iodo-4-(triethoxysilyl)benzene | 959419-49-9

• 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: 1-iodo-4-(triethoxysilyl)benzene
• 英文别名: 4-(triethoxysilyl)iodobenzene；triethoxy-(4-iodophenyl)silane
• CAS: 959419-49-9
• 化学式: C₁₂H₁₉IO₃Si
• 分子量: 366.271
• InChiKey: JDFAKXJDRCOWOZ-UHFFFAOYSA-N

物化性质

• 沸点：
  303.2±25.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-iodo-4-(triethoxysilyl)benzene 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 甲苯 、 正丁醇 为溶剂， 反应 120.0h， 生成 (2s,4s,6s,8s)-2,4,6,8-tetrakis(4-(pent-1-yn-1-yl)phenyl)-2,4,6,8-tetrakis((trimethylsilyl)oxy)-1,3,5,7,2,4,6,8-tetraoxatetrasilocane
  参考文献：
  名称：

  Selective Derivatization and Characterization of Bifunctional “Janus-Type” Cyclotetrasiloxanes

  摘要：

  Stereoregular all-cis cyclotetrasiloxanes [R-Si(O)-R'](4) with different functional groups attached to the opposite faces of the ring skeleton were derivatized without stereoisomerization or cleavage of the (SiO)(4) ring and with high selectivity using standard synthetic methods. The solid-state structures obtained for the iodophenylsubstituted starting material 16 ([p-I-C6H4-Si(O)-OSiMe(2)Vin](4)) and for the coupling product 21 ([biphenyl-CC-C6H4-Si(O)-OSiMe(2)Vin](4)) show a pronounced differentiation in the steric requirements of the different sides of the ring, resulting in characteristic crystal packing. In combination with the observed high thermal and chemical stability, these data demonstrate the high potential of cyclotetrasiloxanes for a wide range of applications.

  DOI：

  10.1021/om301158w
• 作为产物：
  描述：

  硅酸四乙酯 、 1,4-二碘苯 在 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 50.5h， 以61%的产率得到1-iodo-4-(triethoxysilyl)benzene
  参考文献：
  名称：

  Organosilane compound and organosilica obtained therefrom

  摘要：

  提供的有机硅烷化合物可由以下任一通用式（1）至（7）表示：（其中：Ar代表苯基或类似物；R1代表氢原子或类似物；R2至R8分别代表甲基基团或类似物；n表示范围为0至2的整数；m表示1或2的整数；L代表单键或类似物；X代表氢原子或类似物；Y代表氢原子或类似物）。

  公开号：

  US20080227939A1

文献信息

• Meerwein's Reagent Mediated, Significantly Enhanced Nucleophilic Fluorination on Alkoxysilanes
  作者：Toyoshi Shimada、Yogesh Jorapur

  DOI：10.1055/s-0031-1290757

  日期：2012.4

  We developed a new facile method to fluorosilanes from alkoxysilanes using Meerwein’s reagent. Our protocol afforded fluo­rosilanes in excellent yields in various organic solvents including acetonitrile under mild reaction conditions at room temperature. We also proposed a reaction mechanism with the probable silyloxonium intermediates.

  我们开发了一种使用 Meerwein 试剂从烷氧基硅烷中制备氟硅烷的简便方法。我们的方案在室温温和反应条件下，在包括乙腈在内的各种有机溶剂中以优异的产率提供氟硅烷。我们还提出了可能的甲硅烷基氧中间体的反应机制。
• Straightforward synthesis of new polyoxometalate-based hybrids exemplified by the covalent bonding of a polypyridyl ligand
  作者：Victor Duffort、René Thouvenot、Carlos Afonso、Guillaume Izzet、Anna Proust

  DOI：10.1039/b913475a

  日期：——

  A new polyoxometalate-based organic–inorganic platform has been designed for further facile derivatization and covalent attachment of organic linkers; this is exemplified by the grafting of a polypyridyl ligand.

  我们设计了一种新的基于聚氧化金属盐的有机-无机平台，用于进一步方便地衍生和共价连接有机连接体；接枝聚吡啶配体就是一个例子。
• Organosilane compound and organosilica obtain therefrom
  申请人：Kabushiki Kaisha Toyota Chuo Kenkyusho

  公开号：US07608673B2

  公开（公告）日：2009-10-27

  Provided is an organosilane compound expressed by the following general formula (1): where: Ar represents a divalent aromatic organic group, such as a phenylene group; R1 represents a hydrogen atom or the like; R2 to R6, which may be the same or different from each other, each represent a hydrogen atom or the like; and X represents a reactive substituent, such as a halogen atom.

  提供的是一种有机硅化合物，其通式（1）如下： 其中：Ar代表一个二价芳香有机基团，例如苯基；R1代表氢原子或类似物；R2到R6，它们可能相同也可能不同，每个都代表氢原子或类似物；X代表反应性取代基，例如卤素原子。
• Preparation of functionalized aryl(diallyl)ethoxysilanes and their palladium-catalyzed coupling reactions giving sol–gel precursors
  作者：Yoshifumi Maegawa、Toyohiro Nagano、Tatsuya Yabuno、Hiroki Nakagawa、Toyoshi Shimada

  DOI：10.1016/j.tet.2007.08.011

  日期：2007.11

  A series of molecular building blocks containing allylsilyl groups, which can be incorporated into the appropriate sol-gel precursors as fragments, were prepared. The allylsilyl group is retained unchanged over the course of all reactions giving sol-gel precursors and behave as the synthetic equivalent of alkoxysilyl groups toward sol-gel polymerization, but are stable enough to allow purification by silica gel chromatography. These allylsilanes were successfully used as building blocks to construct functional sol-gel precursors via palladium-catalyzed coupling reactions. (C) 2007 Elsevier Ltd. All rights reserved.