[(11-溴十一烷基)氧基](三甲基)硅烷 | 26305-83-9

• 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
• 中文名称: [(11-溴十一烷基)氧基](三甲基)硅烷
• 英文名称: [(11-bromoundecyl)oxy](trimethyl)silane
• 英文别名: 11-bromo-1-(trimethylsilyloxy)undecane；[(11-bromoundecyl)oxy]trimethylsilane；11-bromoundecyltrimethylsilyl ether；11-Bromundecanol-O-trimethylsilyl；Silane, [(11-bromoundecyl)oxy]trimethyl-；11-bromoundecoxy(trimethyl)silane
• CAS: 26305-83-9
• 化学式: C₁₄H₃₁BrOSi
• 分子量: 323.389
• InChiKey: KFOWVZRMPBBVRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  [(11-溴十一烷基)氧基](三甲基)硅烷 在 硫酸 、 sodium 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 12.0h， 生成 L,22-二十二碳二醇
  参考文献：
  名称：

  Rusanova, E. E.; Sebyakin, Yu. L.; Volkova, L. V., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 248 - 251

  摘要：

  DOI：
• 作为产物：
  描述：

  11-溴十一酸甲酯 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 1.5h， 生成 [(11-溴十一烷基)氧基](三甲基)硅烷
  参考文献：
  名称：

  Rusanova, E. E.; Sebyakin, Yu. L.; Volkova, L. V., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 248 - 251

  摘要：

  DOI：

文献信息

• Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents
  作者：Jyun-Siao Chen、Po-Hsun Huang、Ya-Chi Hsieh、Shun-Yuan Luo、Jen-Wei Liu、Hsiao-Lin Hsu、Kai-Min Zhang、Ren-Tsung Wu、Ting-Shuo Chang、Yu-Hao Liu、Hsin-Ru Wu

  DOI：10.1055/a-1654-2211

  日期：2022.2

  Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dual-purpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations

  三甲基甲硅烷基酯、AcOTMS、BzOTMS、TCAOTMS 等是廉价且化学稳定的试剂，对环境的危害可忽略不计。这些化合物被证明可作为有效的双用途试剂，分别在酸性或碱性条件下实现醇的酰化和三甲基硅烷化。在此，描述了对各种底物保护和新方法学研究的详细研究。
• Reversible zwitterionic liquids, the reaction of alkanol guanidines, alkanol amidines, and diamines with CO2
  作者：David J. Heldebrant、Phillip K. Koech、M. Trisha C. Ang、Chen Liang、James E. Rainbolt、Clement R. Yonker、Philip G. Jessop

  DOI：10.1039/b924790d

  日期：——

  Alkanolamidines, alkanolguanidines and diamines each react with CO2 to form reversible zwitterionic liquids. CO2 is chemically bound to the alcohol on alkanolamidines and alkanolguanidines as zwitterionic alkylcarbonates, while CO2 is chemically bound on diamines as zwitterionic carbamates. All three classes of zwitterionic liquids could be reverted to their non-ionic forms by thermally stripping the

  烷氧嘧啶，链烷醇胍和二胺各自与CO 2反应形成可逆的两性离子液体。CO 2以两性离子烷基碳酸酯的形式化学键合在链烷酰胺和烷醇胍上的醇，而CO 2以两性离子氨基甲酸酯的形式化学键合于二胺。通过在接近50°C的温度下热剥离CO 2，所有三类两性离子液体都可以还原为非离子形式，而发现一种衍生物不可逆地形成环状碳酸盐。
• Synthesis and electron transporting properties of methanofullerene-o-carborane dyads in organic field-effect transistors
  作者：Maengsun Eo、Hye Jin Bae、Minsaeng Hong、Youngkyu Do、Shinuk Cho、Min Hyung Lee

  DOI：10.1039/c3dt50509j

  日期：——

  A series of methanofullerene-o-carborane dyads (PCB-Ph-CB, PCB-Cnn-CB, n = 1, 3, 6, 11) were synthesized via esterification of [6,6]-phenyl-C61-butyric acid (PCBA) with 2-alcohol functionalized o-carborane derivatives, 1-(4-n-BuC6H4)-2-R-1,2-closo-C2B10H10 (R = p-C6H4OH, (CH2)nOH, n = 1, 3, 6, 11). All the dyads are highly soluble in chlorinated and aromatic solvents under ambient conditions. UV–vis absorption and electrochemical reduction of the dyads exhibited features almost identical to each other, as well as to their parent PCBM, suggesting that the electronic properties of the dyads would be dominated by the methanofullerene moiety. Solution-processed field-effect transistors (FETs) incorporating the methanofullerene-o-carborane dyads as active layer materials were fabricated and tested. AFM images of all the thin films showed a homogeneous morphology with RMS values of 0.184–0.212 nm. The transport data are shown to be typical of n-channel FETs. Among the devices, the PCB-C1-CB FET showed the best performance, with an electron mobility of 1.72 × 10−2 cm2 V−1 s−1, which is similar to that of PCBM. While the device performances gradually decreased with increasing length of the alkyl linker, they are superior to that (6.83 × 10−4 cm2 V−1 s−1) of the physical blend of o-carborane and PCBM.

  一系列甲烷富勒烯-o-碳氮烷二聚体（PCB-Ph-CB、PCB-Cnn-CB，n = 1、3、6、11）通过将[6,6]-苯基-C61-丁酸（PCBA）与2-醇功能化的o-碳氮烷衍生物1-(4-n-BuC6H4)-2-R-1,2-closo-C2B10H10（R = p-C6H4OH、(CH2)nOH，n = 1、3、6、11）酯化合成。所有二聚体在常温下在氯化和芳香溶剂中高度溶解。二聚体的紫外-可见吸收和电化学还原特征几乎完全相同，并且与其母体PCBM相似，表明二聚体的电子特性将主要由甲烷富勒烯部分主导。采用甲烷富勒烯-o-碳氮烷二聚体作为活性层材料制造并测试了溶液工艺场效应晶体管（FET）。所有薄膜的原子力显微镜（AFM）图像显示出均匀的形态，均方根值（RMS）为0.184–0.212 nm。输运数据表明其典型的n型通道FET特性。在这些器件中，PCB-C1-CB FET表现最佳，电子迁移率为1.72 × 10−2 cm² V−1 s−1，接近PCBM的值。尽管随着烷基连接链长度的增加，器件性能逐渐降低，但仍优于o-碳氮烷与PCBM的物理混合物的迁移率（6.83 × 10−4 cm² V−1 s−1）。
• Direct chlorination of alcohols with chlorodimethylsilane catalyzed by a gallium trichloride/tartrate system under neutral conditions
  作者：Makoto Yasuda、Kenji Shimizu、Satoshi Yamasaki、Akio Baba

  DOI：10.1039/b804589e

  日期：——

  amount of GaCl(3)/diethyl tartrate to give the corresponding organic chlorides 3. In the catalytic cycle, the reaction of diethyl tartrate 4a with HSiMe(2)Cl 2 gives the chlorosilyl ether 5 with generation of H(2). Alcohol-exchange between the formed chlorosilyl ether 5 and the substrate alcohol 1 affords alkoxychlorosilane 6, which reacts with catalytic GaCl(3) to give the chlorinated product 3. The

  在催化量的GaCl（3）/酒石酸二乙酯的存在下，仲醇1与氯二甲基硅烷（HSiMe（2）Cl）的反应进行，得到相应的有机氯化物3。在催化循环中，酒石酸二乙酯4a的反应用HSiMe（2）Cl 2生成氯甲硅烷基醚5并生成H（2）。在形成的氯甲硅烷基醚5和底物醇1之间进行醇交换，得到烷氧基氯硅烷6，它与催化的GaCl（3）反应生成氯化产物3。GaCl（3）的中等路易斯酸度有助于氯化。由于对氧官能团的亲和力过强，因此强路易斯酸未产生产物。尽管即使在没有酒石酸二乙酯的情况下，叔醇也可以通过该系统进行氯化，
• An Efficient Synthesis of Liquid Crystalline Gigantocycles Combining Banana-Shaped and Rod-Like Mesogenic Units
  作者：Adelheid Godt、Stefan Duda、Ömer Ünsal、Jürgen Thiel、Alice Härter、Mark Roos、Carsten Tschierske、Siegmar Diele

  DOI：10.1002/1521-3765(20021115)8:22<5094::aid-chem5094>3.0.co;2-6

  日期：2002.11.15

  The synthesis of monodisperse gigantocycles with 63, 87, and 147 ring atoms on the gram scale is described. These molecules were assembled from terphenylene derivatives and long, flexible chains which were mainly aliphatic, with I terminal alkyne groups. The latter allowed for ring formation through oxidative alkyne dimerization in high yield (80-87%). The combination of a rod-like and a banana-shaped mesogen connected by flexible chains within the backbone of a ring gives rise to nematic and smectic mesophases.