二甲苯乙酸硅 | 17887-60-4

• 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: 二甲苯乙酸硅
• 中文别名: 苯基二甲基乙酰氧基硅烷；苯基乙酰氧基二甲基硅烷
• 英文名称: acetoxydimethylphenylsilane
• 英文别名: Acetoxydimethylphenylsilan；Phenyldimethylacetoxysilane；[dimethyl(phenyl)silyl] acetate
• CAS: 17887-60-4
• 化学式: C₁₀H₁₄O₂Si
• mdl: MFCD00039833
• 分子量: 194.305
• InChiKey: KEVICWGPAZOCGD-UHFFFAOYSA-N

物化性质

• 沸点：
  127 °C
• 密度：
  1.006
• 闪点：
  72°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• TSCA：
  Yes
• 海关编码：
  2931900090

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  苯基二甲基乙氧基硅	dimethyl(ethoxy)phenylsilane	1825-58-7	C10H16OSi	180.322

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  二甲基苯基硅醇	dimethylphenylsilanol	5272-18-4	C8H12OSi	152.268

反应信息

• 作为反应物：
  描述：

  二甲苯乙酸硅 在 三氯化铁 作用下， 生成 1,1,3,3-四甲基-1,3-二苯基二硅氧烷
  参考文献：
  名称：

  Interaction of Alkoxysilanes and Acetoxysilanes¹

  摘要：

  DOI：

  10.1021/jo01351a076
• 作为产物：
  描述：

  (羟甲基)甲基苯基硅烷 以 氘代苯 为溶剂， 反应 1.0h， 生成 二甲苯乙酸硅
  参考文献：
  名称：

  Tacke, Reinhold; Lange, Hartwig, Chemische Berichte, 1983, vol. 116, # 11, p. 3685 - 3691

  摘要：

  DOI：

文献信息

• Method for Producing Acyloxysilanes, Acyloxysilanes Obtained Thereby, and Use of Same
  申请人：NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY

  公开号：US20180044359A1

  公开（公告）日：2018-02-15

  An object of the invention is to provide a method for efficiently producing an acyloxysilane which is useful as a functional chemical, an acyloxysilane obtained thereby, and the use thereof. The present invention provides: a method for producing an acyloxysilane, including a reaction step of reacting an alkoxysilane with a carboxylic anhydride in the presence of a catalyst, wherein the alkoxysilane is a specified alkoxysilane represented by General Formula (I), the carboxylic anhydride is a specified carboxylic acid represented by General Formula (IIA) or (IIB), the catalyst is an acid catalyst, and an acyloxysilane obtained in the reaction step is a specified acyloxysilane represented by General Formula (IIIA) or (IIIB); and the use of the acyloxysilane as a surface treatment agent or the like.

  本发明的一个目的是提供一种有效生产作为功能化学品有用的醋酰氧硅烷的方法，以及由此获得的醋酰氧硅烷及其用途。本发明提供了一种生产醋酰氧硅烷的方法，包括在催化剂存在下将烷氧基硅烷与羧酸酐反应的反应步骤，其中烷氧基硅烷是由通式（I）表示的指定烷氧基硅烷，羧酸酐是由通式（IIA）或（IIB）表示的指定羧酸，催化剂是酸性催化剂，反应步骤中获得的醋酰氧硅烷是由通式（IIIA）或（IIIB）表示的指定醋酰氧硅烷；以及将醋酰氧硅烷用作表面处理剂等的用途。
• Zur synthese von siloxanen
  作者：U. Scheim、H. Grosse-Ruyken、K. Rühlmann、A. Porzel

  DOI：10.1016/0022-328x(85)80242-4

  日期：1985.9

  The acetolysis reactions of compounds of the type XSiMe2Cl (I) with acetic acid in the presence of acetic anhydride were studied kinetically by means of 1H NMR spectroscopy. We found these reactions exclusively influenced by steric effects (ϱ = 0)

  通过1 H NMR光谱动力学研究了XSiMe 2 Cl（I）型化合物在乙酸酐存在下与乙酸的乙酰化反应。我们发现这些反应仅受空间位阻影响（ϱ = 0）
• Kinetic Studies for the Acyloxy Exchange Reactions of Acyloxytrimethylsilanes with Carboxylic Acids
  作者：Seizi Kozuka、Takuro Kitamura、Noboru Kobayashi、Kenji Ogino

  DOI：10.1246/bcsj.52.1950

  日期：1979.7

  The acyloxy exchange reactions of acyloxysilane with carboxylic acids have been studied kinetically. The rate of reaction has been found to proceed faster with a stronger attacking acid and more basic leaving acyloxy group. The rate was markedly accelerated by the addition of base. The steric effect due to substituents on the silicon atom and hydrogen-deuterium kinetic isotope effects have been examined

  已经对酰氧基硅烷与羧酸的酰氧基交换反应进行了动力学研究。已经发现，使用更强的攻击性酸和更碱性的离开酰氧基，反应速率进行得更快。通过加入碱显着加快了速率。已经检查了由于硅原子上的取代基和氢-氘动力学同位素效应引起的空间效应。已经提出了在决定速率的质子转移之前涉及硅原子的 5 配位的机制。
• Steady state and time-resolved spectroscopic studies of the photochemistry of 1-arylsilacyclobutanes and the chemistry of 1-arylsilenes
  作者：William J Leigh、Rabah Boukherroub、Christine J Bradaric、Christine C Cserti、Jennifer M Schmeisser

  DOI：10.1139/v99-114

  日期：1999.6.1

  constants for reaction of 1-phenylsilene and 1-methyl-1-phenylsilene with water, methanol, tert-butanol, and acetic acid in acetonitrile solution have been determined, and are compared to those of 1,1-diphenylsilene under the same c...

  1-苯基硅杂环丁烷和 1-苯基-、1-(2-苯基乙炔基)-和 1-(4'-联苯基)-1-甲基硅杂环丁烷在己烷溶液中的直接光解导致乙烯和相应的 1-芳基硅烷的形成，在甲醇存在下被光解捕获。使用 1,1-二苯基硅杂环丁烷 Φsilene = 0.21) 的光解作为光度计，已确定三种甲基取代化合物的光解量子产率分别为 0.04、0.26 和 0.29。通过激光闪光光解检测到相应的硅烯；它们的寿命为几微秒，紫外吸收最大值范围为 315 至 330 nm，并与甲醇反应，在己烷中的速率常数约为 (2-5) × 109 M-1 s-1。
• An Efficient Solvent-Free Route to Silyl Esters and Silyl Ethers
  作者：Yuko Ojima、Kazuya Yamaguchi、Noritaka Mizuno

  DOI：10.1002/adsc.200900230

  日期：2009.6

  Abstractmagnified imageDinuclear metal complexes, especially (p‐cymene)ruthenium dichloride dimer [RuCl2(p‐cymene)]2}, have been found to exhibit high catalytic performance for the dehydrosilylation of various kinds of carboxylic acids and alcohols. The dehydrosilylation with [RuCl2(p‐cymene)]2 proceeded efficiently with only one equivalent of silane with respect to substrate (carboxylic acids or alcohols) under solvent‐free conditions to give the corresponding silyl esters and ethers in excellent yields with a high turnover number (TON) and frequency (TOF). The 1H NMR spectrum of a toluene‐d8 solution of [RuCl2(p‐cymene)]2 and a silane showed a signal assignable to the ruthenium hydride species. In contrast, no new signals were detected in the 1H NMR spectrum of a toluene‐d8 solution of [RuCl2(p‐cymene)]2 and a carboxylic acid or an alcohol. Therefore, the ruthenium metal in [RuCl2(p‐cymene)]2 activates a silane to afford the hydride intermediate, possibly a silylmetal hydride species. Then, the nucleophilic attack of a substrate (carboxylic acid or alcohol) to the hydride intermediate proceeds to give the corresponding silylated product. The present dehydrosilylation with an optically active silane proceeded exclusively under inversion of stereochemistry at the chiral silicon center, suggesting that the nucleophilic attack of a substrate to the hydride intermediate occurs from the backside of the ruthenium‐silicon bond.