正癸基三乙氧基硅烷 | 2943-73-9

• 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: 正癸基三乙氧基硅烷
• 中文别名: 2-氯烟酸；正癸基三乙氧基硅烷,98%
• 英文名称: decyltriethoxysilane
• 英文别名: Triethoxy-decyl-silan；decyl(triethoxy)silane
• CAS: 2943-73-9
• 化学式: C₁₆H₃₆O₃Si
• mdl: MFCD00069132
• 分子量: 304.546
• InChiKey: BAAAEEDPKUHLID-UHFFFAOYSA-N

物化性质

• 沸点：
  150 °C
• 密度：
  0.879
• 闪点：
  150°C/8mm
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• TSCA：
  No
• 安全说明：
  S26,S36
• 危险类别码：
  R36/38
• 海关编码：
  2931900090
• 危险性防范说明：
  P264,P280,P302+P352+P332+P313+P362+P364,P305+P351+P338+P337+P313
• 危险性描述：
  H315,H319
• 储存条件：
  存于阴凉干燥处

反应信息

• 作为反应物：
  描述：

  正癸基三乙氧基硅烷 、 1,3,5,7,9,11,14-heptacyclopentyltricyclo[7.3.3.15,11]heptasiloxane-endo-3,7,14-triol 在 四甲基氢氧化铵 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Influence of n-alkyl substituents on the thermal behaviour of Polyhedral Oligomeric Silsesquioxanes (POSSs) with different cage's periphery

  摘要：

  Polyhedral Oligomeric Silsesquioxanes (POSSs) of general formula R7R'(SiO1.5)(8), where R= isobutyl, cyclopentyl or phenyl and R' = -(CH2)(5)-CH3-(CH2)(7)-CH3 or (CH2)(9)-CH3-, were prepared by corner capping reaction of trisilanols with suitable allcyltriethoxysilane. The compounds obtained were characterized by elemental analysis and H-1 NMR spectroscopy, and the results were in very good agreement with those of expected products. The prepared POSSs were degraded in dynamic heating conditions from r.t. to 700 degrees C, in both inert and oxidative atmospheres, and the temperatures at 5% weight loss (T-5%) were determined and compared with each other, in order to investigate how the various groups affect the resistance to thermal degradation. The results did not evidence any substantial difference between the two investigated atmospheres, but indicated clearly an increasing resistance to the thermal degradation according to the following order: isobutyl POSS5 < cyclopentyl POSSs < phenyl POSSs. Also, T5% values were linearly increasing as a function of the number of methylene groups in R' alkyl chain. The results were discussed and suggested a group contribution to thermal stability. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.tca.2015.11.013
• 作为产物：
  描述：

  正癸烯 、 三乙氧基硅烷 在 辛酸铑 、 双二苯基膦甲烷 作用下， 以 乙腈 为溶剂， 以66 %的产率得到正癸基三乙氧基硅烷
  参考文献：
  名称：

  二铑(II)/DPPM 催化共轭二烯与叔硅烷的 1,2-氢化硅烷化

  摘要：

  简单高效的Rh 2 (OAc) 4 /DPPM（双（二苯基膦酰基）甲烷）催化共轭二烯与各种叔硅烷的区域选择性1,2-反马尔可夫尼科夫硅氢加成反应，在乙腈中得到均烯丙基硅烷，其具有广泛的官能团。对照实验证明，没有π-烯丙基过渡金属中间体参与该1,2-反马尔可夫尼科夫氢化硅烷化。在氢化硅烷化过程中观察到氢化二铑物质，表明该反应涉及末端双键直接插入 Rh-H 键。

  DOI：

  10.1021/acs.orglett.4c00450

文献信息

• Careful investigation of the hydrosilylation of olefins at poly(ethylene glycol) chain ends and development of a new silyl hydride to avoid side reactions
  作者：Hyunseo Shin、Bongjin Moon

  DOI：10.1002/pola.28924

  日期：2018.3.1

  Hydrosilylation of olefin groups at poly(ethylene glycol) chain ends catalyzed by Karstedt catalyst often results in undesired side reactions such as olefin isomerization, hydrogenation, and dehydrosilylation. Since unwanted polymers obtained by side reactions deteriorate the quality of end‐functional polymers, maximizing the hydrosilylation efficiency at polymer chain ends becomes crucial. After careful

  Karstedt催化剂催化的聚（乙二醇）链末端的烯烃基的硅氢加成通常会导致不希望的副反应，例如烯烃异构化，氢化和脱氢甲硅烷基化。由于通过副反应获得的多余聚合物会降低末端官能聚合物的质量，因此最大化聚合物链末端的氢化硅烷化效率变得至关重要。在仔细研究了在各种条件下支配副反应的因素后，发现不稳定的Pt催化剂中间体的短寿命导致在聚合物固有稀释条件下形成更多副产物。根据这些结果，开发了两种新的螯合氢化硅烷化试剂，三（2-甲氧基乙氧基）硅烷（5）和2,10-二甲基-3,6,9-三氧杂-2-2,10-二硅十一烷（6）。M n  = 9300 g / mol），明显高于 用非螯合二氢硅烷，1,1,3,3-四甲基二硅氧烷制得的相应聚合物的M n = 2600 g / mol。©2017 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2018，56，527-536
• Thiols make for better catalysts: Au nanoparticles supported on functional SBA-15 for catalysis of Ullmann-type homocouplings
  作者：Tianyou Chen、Ba-Tian Chen、Konstantin V. Bukhryakov、Valentin O. Rodionov

  DOI：10.1039/c7cc06146c

  日期：——

  A strategy for arraying nanoparticles (NPs) on mesoporous supports modified with functional self-assembled monolayers is described. Au NPs supported on materials containing thiols exhibited thermal stability and catalytic competency well beyond that of unsupported, thiol-protected Au NPs of similar size.

  描述了一种在修饰有功能自组装单分子层的介孔支撑上排列纳米颗粒（NPs）的策略。支撑在含硫醇的材料上的金（Au）NPs表现出比类似大小的未支撑、硫醇保护的Au NPs更高的热稳定性和催化能力。
• A novel fumed silica-supported nitrogenous platinum complex as a highly efficient catalyst for the hydrosilylation of olefins with triethoxysilane
  作者：Ji Li、Chunhui Yang、Lei Zhang、Tianlong Ma

  DOI：10.1016/j.jorganchem.2011.02.021

  日期：2011.5

  A novel fumed silica-supported nitrogenous platinum complex was conveniently prepared from cheap γ-aminopropyltriethoxysilane via immobilization on fumed silica in toluene, followed by a reaction with hexachloroplatinic acid. The title complex was characterized by fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM) and X-ray photoelectron spectroscopy (XPS). It was found

  通过廉价的γ-氨基丙基三乙氧基硅烷固定在甲苯中的气相二氧化硅上，然后与六氯铂酸反应，可以方便地制备一种新型的气相二氧化硅负载的含氮铂络合物。标题复合物的特征在于傅立叶变换红外光谱（FTIR），扫描电子显微镜（SEM）和X射线光电子能谱（XPS）。发现该络合物是用于烯烃与三乙氧基硅烷的氢化硅烷化的有效且稳定的催化剂。标题铂络合物可以通过简单的过滤分离并重复使用几次，而催化活性没有任何明显的损失。
• A Diphosphino-Functionalised MCM-41-Anchored Platinum Complex: An Efficient and Reusable Catalyst for the Hydrosilylation of Olefins
  作者：Lingfang Zha、Wenyan Hao、Mingzhong Cai

  DOI：10.3184/030823410x12887259824283

  日期：2010.11

  diphosphino-functionalised MCM-41 anchored platinum complex (MCM-41-2P-Pt) was conveniently synthesised from commercially available and cheap γ-aminopropyltriethoxysilane via immobilisation on MCM-41, followed by reactiopn with diphenylphosphinomethanol and potassium chloroplatinite. It was found that the title complex is a highly efficient catalyst for the hydrosilylation of olefins with triethoxysilane and can

  二膦基官能化的 MCM-41 锚定铂配合物 (MCM-41-2P-Pt) 是由市售且廉价的 γ-氨基丙基三乙氧基硅烷通过固定在 MCM-41 上方便地合成，然后与二苯基膦甲醇和氯铂酸钾反应。发现标题配合物是烯烃与三乙氧基硅烷氢化硅烷化的高效催化剂，可以通过反应溶液的简单过滤来回收和再循环，并用于至少 10 个连续反应而不会降低活性。
• <i>N,N</i> ‐Dimethylformamide‐protected Fe ₂ O ₃ Combined with Pt Nanoparticles: Characterization and Catalysis in Alkene Hydrosilylation
  作者：Tatsuki Nagata、Tatsuya Tanaka、Xianjin Lin、Ryota Kondo、Takeyuki Suzuki、Yasuharu Kanda、Takashi Toyao、Ken‐ichi Shimizu、Yasushi Obora

  DOI：10.1002/cctc.202101672

  日期：2022.1.21

  disclose a combination of N,N-dimethylformamide (DMF)-protected Fe2O3 nanoparticles (NPs) and Pt NPs catalyst system for the hydrosilylation of various functional alkenes and tertiary silanes. The catalyst of DMF-protected Fe2O3/Pt NPs can be recycled for five times by a simple extraction. The developed combination Fe2O3/Pt NPs catalyst is effective up to the 1-kilogram scale.

  纳米催化：我们公开了N,N-二甲基甲酰胺 (DMF) 保护的 Fe 2 O 3纳米粒子 (NPs) 和 Pt NPs 催化剂体系的组合，用于各种功能性烯烃和叔硅烷的氢化硅烷化。DMF保护的Fe 2 O 3 /Pt NPs催化剂可以通过简单的提取循环使用五次。所开发的 Fe 2 O 3 /Pt NPs 组合催化剂在 1 公斤级有效。