bis(chloromethyl)octamethyltetrasilane | 402960-63-8

• 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: bis(chloromethyl)octamethyltetrasilane
• 英文别名: 1,4-bis(chloromethyl)octamethyltetrasilane；chloromethyl-[[[chloromethyl(dimethyl)silyl]-dimethylsilyl]-dimethylsilyl]-dimethylsilane
• CAS: 402960-63-8
• 化学式: C₁₀H₂₈Cl₂Si₄
• 分子量: 331.58
• InChiKey: GTYCZHIQXBKDIP-UHFFFAOYSA-N

物化性质

• 沸点：
  270.4±50.0 °C(Predicted)
• 密度：
  0.922±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  bis(chloromethyl)octamethyltetrasilane 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 bis(methylthiol)octamethyltetrasilane
  参考文献：
  名称：

  Electric Field Breakdown in Single Molecule Junctions

  摘要：

  Here we study the stability and rupture of molecular junctions under high voltage bias at the single molecule/single bond level using the scanning tunneling microscope-based break-junction technique. We synthesize carbon-, silicon-, and germanium-based molecular wires terminated by aurophilic linker groups and study how the molecular backbone and linker group affect the probability of voltage-induced junction rupture. First, we find that junctions formed with covalent SAu bonds are robust under high voltage and their rupture does not demonstrate bias dependence within our bias range. In contrast, junctions formed through donoracceptor bonds rupture more frequently, and their rupture probability demonstrates a strong bias dependence. Moreover, we find that the junction rupture probability increases significantly above similar to 1 V in junctions formed from methylthiol-terminated disilanes and digermanes, indicating a voltage-induced rupture of individual SiSi and GeGe bonds. Finally, we compare the rupture probabilities of the thiol-terminated silane derivatives containing SiSi, SiC, and SiO bonds and find that SiC backbones have higher probabilities of sustaining the highest voltage. These results establish a new method for studying electric field breakdown phenomena at the single molecule level.

  DOI：

  10.1021/ja512523r
• 作为产物：
  描述：

  溴氯甲烷 、 1,4-dichloropermethyltetrasilane 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以91%的产率得到bis(chloromethyl)octamethyltetrasilane
  参考文献：
  名称：

  Electric Field Breakdown in Single Molecule Junctions

  摘要：

  Here we study the stability and rupture of molecular junctions under high voltage bias at the single molecule/single bond level using the scanning tunneling microscope-based break-junction technique. We synthesize carbon-, silicon-, and germanium-based molecular wires terminated by aurophilic linker groups and study how the molecular backbone and linker group affect the probability of voltage-induced junction rupture. First, we find that junctions formed with covalent SAu bonds are robust under high voltage and their rupture does not demonstrate bias dependence within our bias range. In contrast, junctions formed through donoracceptor bonds rupture more frequently, and their rupture probability demonstrates a strong bias dependence. Moreover, we find that the junction rupture probability increases significantly above similar to 1 V in junctions formed from methylthiol-terminated disilanes and digermanes, indicating a voltage-induced rupture of individual SiSi and GeGe bonds. Finally, we compare the rupture probabilities of the thiol-terminated silane derivatives containing SiSi, SiC, and SiO bonds and find that SiC backbones have higher probabilities of sustaining the highest voltage. These results establish a new method for studying electric field breakdown phenomena at the single molecule level.

  DOI：

  10.1021/ja512523r

文献信息

• Formation of 1,2,4-Trisilacyclopentanes by Photolysis of FpCH₂SiR₂SiR₂SiR₂CH₂Fp (Fp = (η⁵-C₅H₅)Fe(CO)₂)
  作者：Yongqiang Zhang、Keith H. Pannell

  DOI：10.1021/om0109657

  日期：2002.2.1

  Photolysis of FpCH2SiMe2SiMe2SiMe2CH2Fp (1), Fp = [(η5-C5H5)Fe(CO)2], resulted in almost quantitative formation of 1,1,2,2,4,4-hexamethyl-1,2,4-trisilacyclopentane (2) and Fp2. Similar treatment of FpCH2Me2SiMeSiEtSiMe2CH2Fp (6) afforded 1-ethyl-1,2,2,4,4-pentamethyl-1,2,4-trisilacyclopentane (7), indicating that the central silicon of the trisilane remains associated with the silicon−silicon bond

  FpCH的光解2森达2森达2森达2 CH 2 FP（1），Fp的= [（η 5 -C 5 H ^ 5）的Fe（CO）2 ]，导致几乎定量的形成1,1,2,2- 4,4-六甲基-1,2,4-三硅环戊烷（2）和Fp 2。对FpCH 2 Me 2 SiMeSiEtSiMe 2 CH 2 Fp（6）进行类似处理，得到1-乙基-1,2,2,4,4-五甲基-1,2,4-三硅环戊烷（7），表明三硅烷的中心硅仍然与产物的硅-硅键缔合。辐照FpCH 2 PhMeSiSiMe 2 SiMe 2 CH 2 Fp（11）导致形成两个位置异构体（比率4：3），1,2,2,4,4-庚甲基-4-苯基-1,2， 4-三硅环戊烷（12a）和1,1,2,4,4-庚甲基-2-苯基-1,2,4-三硅环戊烷（12b），表明三硅烷的两个末端硅原子中的任何一个保留在产物的Si-Si键，而另一个则成为4位产物的硅原子。提出了形成1,2,
• Silver Makes Better Electrical Contacts to Thiol‐Terminated Silanes than Gold
  作者：Haixing Li、Timothy A. Su、María Camarasa‐Gómez、Daniel Hernangómez‐Pérez、Simon E. Henn、Vladislav Pokorný、Caravaggio D. Caniglia、Michael S. Inkpen、Richard Korytár、Michael L. Steigerwald、Colin Nuckolls、Ferdinand Evers、Latha Venkataraman

  DOI：10.1002/anie.201708524

  日期：2017.11.6

  Better than gold: Thiol-linked silanes show higher conductance with Ag electrodes than with Au electrodes. Amine-linked silanes, however, show the opposite trend. The charge transport is not simply dictated by the metal work function. Silver and platinum can act as electrical contacts to form single-molecule junctions at room temperature.

  比金更好：与Au电极相比，巯基连接的硅烷在Ag电极上显示出更高的电导率。然而，胺连接的硅烷显示出相反的趋势。电荷传输不是简单地由金属功函数决定的。银和铂可以充当电触点，在室温下形成单分子结。