氯二异丁基(十八基)硅烷 | 162578-86-1

• 物质功能分类: 化学试剂 - 硅烷试剂
• 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: 氯二异丁基(十八基)硅烷
• 中文别名: 十八烷基二异丁基氯硅烷；氯二异丁基十八烷基硅烷；正十八烷基二异丁基氯硅烷
• 英文名称: chlorodiisobutyl-n-octadecylsilane
• 英文别名: Chlorodiisobutyloctadecylsilane；chloro-bis(2-methylpropyl)-octadecylsilane
• CAS: 162578-86-1
• 化学式: C₂₆H₅₅ClSi
• 分子量: 431.261
• InChiKey: LAMXXRLSKVGVCO-UHFFFAOYSA-N

物化性质

• 沸点：
  140-170 °C0.05 mm Hg(lit.)
• 密度：
  0.86 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F
• 稳定性/保质期：

  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  10.74
• 重原子数：
  28
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  C
• 危险类别码：
  R34
• 危险品运输编号：
  UN 2987 8/PG 2
• WGK Germany：
  3
• 安全说明：
  S23,S26,S27,S36/37/39,S45

反应信息

• 作为反应物：
  描述：

  氯二异丁基(十八基)硅烷 在 咪唑 、 4-二甲氨基吡啶 、 10 wt% Pd(OH)2 on carbon 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 22.0h， 生成 Cbz-Ala-OTAG5
  参考文献：
  名称：

  应用于液相肽合成的硅基疏水标签：受保护的DRGN-1和聚丙氨酸链合成

  摘要：

  开发了两种新的可回收硅基疏水标签，用于将它们安装在肽的 C 端，以增加在有机溶剂中的溶解度和液相肽合成 (LPPS) 过程中肽的反应性。它们包含含有甲硅烷氧基的标签和含有芳基甲硅烷基的标签。这些标签的疏水性比以前报道的例子要大得多。含有甲硅烷氧基的标签与Fmoc-脱保护条件（Fmoc-化学）和氢化条件（Cbz-化学）相容，而含有芳基甲硅烷基的标记对Fmoc-脱保护条件（Fmoc-化学）和Boc-脱保护条件具有抗性（ Boc-化学）。使用含甲硅烷氧基的标签，受保护的 DRGN-1，采用线性合成结合一个收敛合成步骤成功制备了含有14个氨基酸残基的多肽。使用含有芳基甲硅烷基的标签，合成了含有 7 个丙氨酸残基的聚丙氨酸链。含有芳基甲硅烷基的标签也可以安装在 N 端，以将肽从 N 端延伸到 C 端。在这些硅基标签的帮助下，每一步的产率和产品在有机溶剂中的溶解度都非常好。

  DOI：

  10.1039/d2ob01795d

文献信息

• PREPARATION OF SILICON PHTHALOCYANINES AND GERMANIUM PHTHALOCYANINES AND RELATED SUBSTANCES
  申请人：Gessner Thomas

  公开号：US20100113767A1

  公开（公告）日：2010-05-06

  A process for preparing compounds of the general formula (I) by reacting the compound of the general formula (II) where L, L′ are the same or different and are each independently Cl or OH in the presence of a. chlorine compounds Cl-M 2 R 1 R 2 R 3 , Cl-M 3 R 4 R 5 R 6 , with the proviso that L and L′ are not both simultaneously OH, or b. hydroxyl compounds HO-M 2 R 1 R 2 R 3 , HO-M 3 R 4 R 5 R 6 . The use of compounds of the general formula (I) as markers for liquids and a process for detecting markers in liquids.

  一种制备通用公式（I）化合物的方法，通过在存在氯化合物Cl-M2R1R2R3、Cl-M3R4R5R6的情况下，使通用公式（II）化合物与氯化合物反应，其中L、L′相同或不同，且各自独立为Cl或OH，前提是L和L′不同时为OH，或者在与羟化合物HO-M2R1R2R3、HO-M3R4R5R6反应的情况下。将通用公式（I）化合物用作液体的标记物，以及一种检测液体中标记物的方法。
• Nucleoside-based organogelators: gelation by the G–G base pair formation of alkylsilylated guanosine derivatives
  作者：Isao Yoshikawa、Suguru Yanagi、Youhei Yamaji、Koji Araki

  DOI：10.1016/j.tet.2007.02.010

  日期：2007.7

  showed excellent gelation ability in alkane solvents. IR spectra of the gel clearly showed the absence of hydrogen bonding interaction at the C(6)O position and, together with a CD study, a G–G base pair formation by double N(2)H⋯N(3) and additional N(2)H⋯O(2′) hydrogen bonds was indicated. X-ray diffraction and SEM studies of the xerogel and AFM observation of the transferred gel suggested the formation

  具有庞大的烷基甲硅烷基部分的2'，3'- O-异亚丙基鸟苷衍生物1a - c在烷烃溶剂中显示出优异的胶凝能力。凝胶的红外光谱清楚地表明，在C（6）O位置不存在氢键相互作用，并且与CD研究一起，由双N（2）H⋯N（3）和其他形成的G-G碱基对形成指出了N（2）H⋯O（2'）氢键。干燥凝胶的X射线衍射和SEM研究以及转移凝胶的AFM观察表明，形成了厚度为2 nm的二维超分子组装体。根据二维组装中的分子堆积，讨论了G–G碱基对的形成。
• Synthesis, Photochemistry, and Electrochemistry of a Series of Phthalocyanines with Graded Steric Hindrance
  作者：Gongzhen Cheng、Xinzhan Peng、Guolun Hao、Vance O. Kennedy、Ilya N. Ivanov、Kenneth Knappenberger、Tessa J. Hill、Michael A. J. Rodgers、Malcolm E. Kenney

  DOI：10.1021/jp027006q

  日期：2003.5.1

  A group of twelve new and three known silicon phthalocyanines having axial ligands and peripheral groups which provide varying amounts of steric protection to the ring face and ring periphery has been assembled. These are SiPc[OSi(n-C6H13)(3)](2), 1, (known), SiPc[OSi(i-C4H9)(2)(n-C18H37)](2), 2, SiPc(OEt)(8)[OH](2), 5, SiPc(OEt)(8)[OSi(CH3)(3)](2), 6, SiPc(OnBu)(8)[OH](2), 8, (known), SiPc(OnBu)(8)[OSi(n-C6H13)(3)](2), 9, (known), SiPc(OnBu)(8)[OSi(i-C4H9)(2)(n-C18H37)](2), 10, SiPc(dib)(4)(OnBu)(8)[OH](2), 15, SiPc(dib)(4)(OnBu)(8)[F](2), 16, SiPc(dib)(4)(OnBu)(8)[OSi(n-C6H13)(2)](2), 17, SiPc(dib)(4)(OnBu)(8)[OSi(i-C4H9)(2)(n-C18H37)](2), 18, SiPc(dib)(4)(OnBu)(8)[OSi8O12(C5H9)(7)](2), 19, SiPc(dib)(4)(OnBu)(8)[OH](2), 22, SiPc(dib)(4)(OiBu)(8)[OSi(n-C6H13)(3)](2), 23, and SiPc(dib)(4)(OiBu)(8)[OSi8O12(C5H9)(7)](2), 24. Syntheses are given for the twelve members of the group that are new. Photophysical and voltammetric investigations of six representative members of the group, 1, 2, 10, 18, 19, and 24, have been carried out. The results show that compounds 1 and 2 (no butoxy substituents at the I and 4 positions) have significantly larger values of the first oxidation potential (E+1) than those compounds (10, 18, 19, and 24) that do carry these substituents. The values of E-1 (first reduction potential) show very little in the way of structural dependence. Alkoxy substitution at the 1,4 positions affects the HOMO energies, and therefore, the addition of an electron from an electrode to the LUMO of a 1,4 substituted silicon phthalocyanine will not be a sensitive function of the substitution pattern. The removal of an electron from the HOMO in an oxidation step on the other hand would be expected to be energetically less demanding for those compounds wherein the HOMO is higher lying. This orbital energy effect of substitution makes it clear why the E+1 values for compounds 1 and 2 are significantly lower. Substitution of dibenzobarreleno (dib) at the 2,3 positions has only minor effects on the HOMO energy, as shown by the similarities in the position of the Q-band maximum. However, it is very likely that the steric effects of the dibenzobarreleno substituents and the [OSi8O12(C5H9)(7)] axial cages contribute to the observed trends in E+1. Bimolecular rate constants for quenching of the triplet states of the six target compounds by O-2, by beta-carotene, and by chloranil were measured. The first two compounds quench by triplet-triplet (TT) energy transfer, whereas the last is an electron transfer (ET) reactant. All rate parameters were sensitive to the steric crowding of the phthalocyanine pi system, but with different degrees. The least sensitive was the ET reaction with chloranil.Thus, it appears that although steric crowding of the triplet state of the silicon phthalocyanines is very effective at reducing the rate constants of exoergic electron exchange energy transfer (TT) reactions, even for a small molecule such as oxygen, it is much less effective at discriminating against electron transfer (ET) processes. These differences may be accounted for on the concept that the overlap requirement for the double electron exchange of TT energy transfer is more stringent compared to the single electron transfer (ET).