九甲基-1-氢氧基四硅氧烷 | 13176-69-7

• 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: 九甲基-1-氢氧基四硅氧烷
• 英文名称: 1-hydroxynonamethyltetrasiloxane
• 英文别名: 1,1,3,3,5,5,7,7,7-nonamethyltrisiloxan-1-ol；nonamethyltetrasiloxane-1-ol；nonamethyltetrasiloxan-1-ol；1,1,3,3,5,5,7,7,7-nonamethyltetrasiloxanol；[dimethyl(trimethylsilyloxy)silyl]oxy-[hydroxy(dimethyl)silyl]oxy-dimethylsilane
• CAS: 13176-69-7
• 化学式: C₉H₂₈O₄Si₄
• 分子量: 312.661
• InChiKey: CZSXTFUJNVGZFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2905199090

反应信息

• 作为反应物：
  描述：

  九甲基-1-氢氧基四硅氧烷 、 N-[dimethoxy(methyl)silyl]oxybutan-2-imine 以 various solvent(s) 为溶剂， 反应 6.0h， 生成 1,1-dimethoxy-decamethylpentasiloxane
  参考文献：
  名称：

  硅烷醇与烷氧基硅烷缩合中的双功能催化

  摘要：

  研究了模型硅烷醇九甲基四硅氧烷-1-醇与甲基三甲氧基硅烷的缩合反应，形成1,1-二甲氧基十甲基五硅氧烷。使用各种催化剂来研究缩合速率。CCl 3 COOH> Et 2 NOH> CH 3 COOH>MeEtCNOH> Et 3的反应顺序观察到N用于催化。由烷氧基硅烷由催化剂缓慢质子化，然后与硅烷醇缩合形成过渡态被认为不足以解释该催化作用。还考虑了催化剂与烷氧基硅烷反应形成中间体，然后与该中间体进行硅烷醇缩合反应，因此不能排除。但是，速率方面的考虑有利于调用双功能催化的循环过渡态。随着缓慢的三乙胺催化，还需要另一种机理。提出了一种过渡态，其中胺充当碱，协助质子在硅烷醇上解离。

  DOI：

  10.1016/0022-328x(92)80018-s
• 作为产物：
  描述：

  六甲基环三硅氧烷 在 水 、 碳酸氢铵 、 sodium chloride 作用下， 以 乙醚 为溶剂， 生成 九甲基-1-氢氧基四硅氧烷
  参考文献：
  名称：

  Procedures for the preparation of silanols

  摘要：

  Two procedures are described for the preparation of silanols and silanediols from the corresponding chlorosilanes. The first procedure, a two-phase hydrolysis-extraction process, is particularly convenient and suited to the preparation of a wide range of mono-silanols. Hydrolysis of dichlorosilanes by this procedure gives varied results depending on the structure of the dichlorosilane and specific reaction conditions. The second procedure, a modification of a published procedure, is especially beneficial for the preparation of silanols and silanediols prone to undergo self-condensation.

  DOI：

  10.1016/0022-328x(94)87098-5

文献信息

• Disproportionation of oligodimethylsiloxanols in the presence of a protic acid in dioxane
  作者：M. Cypryk、S. Rubinsztajn、J. Chojnowski

  DOI：10.1016/0022-328x(93)80039-e

  日期：1993.3

  The kinetics of the acid-catalyzed disproportionation of α,ω-dihydroxyoligodimethylsiloxanes HO[SiMe2O]nH, n = 2, 5, and their analogues having one hydroxyl function replaced by methyl Me[SiMe2O]nH, n = 2, 5, were studied in dioxane in the presence of water. The formation of the primary disproportionation products was monitored by gas-liquid chromatography. The reaction in dioxane solution can compete

  α，ω-二羟基低聚二甲基硅氧烷HO [SiMe 2 O] n H，n = 2，5及其具有一个羟基官能团的类似物被甲基Me [SiMe 2 O] n H，n取代的酸催化歧化动力学在水的存在下，在二恶烷中研究= 2、5。通过气-液色谱法监测主要歧化产物的形成。二恶烷溶液中的反应只有在水存在下才能与缩合反应竞争。对于底物，催化剂和水，它是一阶的。根据逐步机理来解释结果，该逐步机理包括速率确定末端硅氧烷单元被水裂解，然后使瞬时形成的二甲基硅烷二醇与底物缩合。建议涉及二甲基硅烷二醇中间体的拉开机理在暴露于水或水蒸气的聚二甲基硅氧烷的水解裂解中起作用。
• Polycondensation and disproportionation of an oligosiloxanol in the presence of a superbase
  作者：Agnieszka Grzelka、Julian Chojnowski、Marek Cypryk、Witold Fortuniak、Peter C. Hupfield、Richard G. Taylor

  DOI：10.1016/s0022-328x(02)01650-9

  日期：2002.10

  Kinetics of reactions of model oligosiloxanols, 1,1,3,3,3-pentamethyldisiloxane-1-ol (MDH) and 1,1,3,3,5,5,5-heptamethyltrisiloxane-1-ol (MD2H), which occur in the presence of phosphazenium superbase, hexapyrrolidine-diphosphazenium hydroxide, in an acid-base inert solvent, toluene, was studied using sampling and gas chromatographic analysis method. In addition, kinetics of reactions of MDH and MD2H with trimethylsilanol (MH) was studied. In the MDH and MD2H systems the oligosiloxanol condensation competes with the oligosiloxanol disproportionation, the latter being the dominating process. The disproportionation products, i.e. MDn + 1H and MDn - 1H, n = 1, 2,... undergo analogous consecutive disproportionation and condensation reactions. The kinetic law was derived and rate parameters determined from initial rates and by computer simulation to the best agreement with experimental data. Both competing reactions, the disproportionation and the condensation, conform to the same general kinetic law being first internal order in substrate and first order in catalyst. Activation parameters of these reactions were determined. The results were interpreted in terms of a bimolecular mechanism in which nucleophilic attack of the silanolate anion directed to silicon of the silanol group causes the cleavage of one of its geminal bonds to oxygen, either the one to hydroxyl leading to condensation or the one to siloxane which leads to disproportionation. The latter is faster as the silanolate is a better leaving group compared with OH-. Moreover, in the pentacoordinate silicon transition state (or intermediate) the siloxane substituent preferentially enters the apical position, thus driving the OH substituent into the unreactive equatorial position. (C) 2002 Elsevier Science B.V. All rights reserved.
• SARICH, W.;SURKUS, A.;LANGE, D.;POROWSKI, E.;KELLING, H., Z. ANORG. UND ALLG. CHEM., 581,(1990) N, C. 199-208
  作者：SARICH, W.、SURKUS, A.、LANGE, D.、POROWSKI, E.、KELLING, H.

  DOI：——

  日期：——
• Bifunctional catalysis in the condensation of silanols and alkoxysilanes
  作者：Hsien-Kun Chu、Robert P. Cross、David I. Crossan

  DOI：10.1016/0022-328x(92)80018-s

  日期：1992.2

  alkoxysilane by catalyst followed by its condensation with the silanol is deemed insufficient to explain the catalysis. Reaction of catalyst with the alkoxysilane to form an intermediate followed by silanol condensation with this intermediate is also considered and cannot be ruled out. Rate considerations, however, favors a cyclic transition state where bifunctional catalysis is invoked. With the slow triethylamine

  研究了模型硅烷醇九甲基四硅氧烷-1-醇与甲基三甲氧基硅烷的缩合反应，形成1,1-二甲氧基十甲基五硅氧烷。使用各种催化剂来研究缩合速率。CCl 3 COOH> Et 2 NOH> CH 3 COOH>MeEtCNOH> Et 3的反应顺序观察到N用于催化。由烷氧基硅烷由催化剂缓慢质子化，然后与硅烷醇缩合形成过渡态被认为不足以解释该催化作用。还考虑了催化剂与烷氧基硅烷反应形成中间体，然后与该中间体进行硅烷醇缩合反应，因此不能排除。但是，速率方面的考虑有利于调用双功能催化的循环过渡态。随着缓慢的三乙胺催化，还需要另一种机理。提出了一种过渡态，其中胺充当碱，协助质子在硅烷醇上解离。
• Procedures for the preparation of silanols
  作者：James A. Cella、John C. Carpenter

  DOI：10.1016/0022-328x(94)87098-5

  日期：1994.10

  Two procedures are described for the preparation of silanols and silanediols from the corresponding chlorosilanes. The first procedure, a two-phase hydrolysis-extraction process, is particularly convenient and suited to the preparation of a wide range of mono-silanols. Hydrolysis of dichlorosilanes by this procedure gives varied results depending on the structure of the dichlorosilane and specific reaction conditions. The second procedure, a modification of a published procedure, is especially beneficial for the preparation of silanols and silanediols prone to undergo self-condensation.