1,1,3,5,5-pentamethyltrisiloxane | 4459-30-7

• 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
• 英文名称: 1,1,3,5,5-pentamethyltrisiloxane
• 英文别名: PMTS；Pentamethyl-1,3,5-trihydrotrisiloxan；1,1,2,3,3-Pentamethyl-trisiloxan；1,1,3,5,5-Pentamethyl-trisiloxan；HSiMe₂OSiMe₂SiMe₂OSiMe₂H；Poly[oxy(methylsilylene)], I+/--(dimethylsilyl)-I-[(dimethylsilyl)oxy]-；bis(dimethylsilyloxy)-methylsilane
• CAS: 4459-30-7
• 化学式: C₅H₁₈O₂Si₃
• 分子量: 194.453
• InChiKey: DLMRBGAENSRVSV-UHFFFAOYSA-N

物化性质

• 沸点：
  127.5±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.84
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1,3,5,5-pentamethyltrisiloxane 在 三氯异氰尿酸 作用下， 以 二氯甲烷 为溶剂， 以94.6%的产率得到1,3,5-trichloro-1,1,3,5,5-pentamethyltrisiloxane
  参考文献：
  名称：

  Utility of trichloroisocyanuric acid in the efficient chlorination of silicon hydrides

  摘要：

  The potential of trichloroisocyanuric acid (TCCA) as a chlorination agent for efficient conversion of Si-H functional silanes and siloxanes to the corresponding Si-Cl functional moieties was explored. In comparison to methods using other chlorinating agents, TCCA is inexpensive, results in a much faster reaction and produces a high purity product with a conversion that is essentially quantitative. A variety of chloro derivatives of linear and cyclic structures have been synthesized from silicon hydrides using this reagent with impressive yields that typically exceed 90%: PhSiCl3 (97.5%); PhMeSiCl2 (95.5%); Ph3SiCl (97.5%); Vi(3)SiCl (98.7%); (EtO)(3)SiCl (99.7%); t-Bu3SiCl (similar to 100%); (MeClSiO)(4) (86.5%); (MeClSiO)(5) (95%); (MeClSiO)(7) (96.5%); Ph(OEt)(2)SiCl (98%); ClMe2SiOSiMe2Cl (98.6%); ClMe2SiOSiMeClOSiMe2Cl (94.6%); ClMe2Si(OSiMeCl)(2)OSiMe2C l (92.3%); (Me3SiO)(3)SiCl (97%); Me3SiOSiClPhOSiMe3 (99%); Me3SiO(SiMeClO)(3)SiMe3 (95.7%); ClSi(OSiMe3)(2)OSi(OSiMe3) Cl-2 (93.6%).For monohydridosilanes, dichloromethane (CH2Cl2) was a suitable solvent in which nearly quantitative conversion was observed within several minutes following the addition of the silanes to TCCA. For certain cyclic and linear siloxanes, and especially silanes containing multiple hydrogen atoms on the same silicon for which the reaction is sluggish in CH2Cl2, tetrahydrofuran (THF) was the preferred solvent. For a sterically demanding silane that did not undergo chlorination even in THF viz., HSi(OSiMe3)(2)O-Si(OSiMe3)(2)H, 1,2-dichloroethane was the best solvent. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.12.032
• 作为产物：
  描述：

  甲基二氯硅烷 、 二甲基一氯硅烷 在 水 作用下， 生成 1,1,3,5,5-pentamethyltrisiloxane
  参考文献：
  名称：

  甲基氯化硅反应低沸点产物的研究

  摘要：

  (1) 在甲基氯化硅反应的低沸点产物 (bp 26°–40°C) 中发现了四甲基硅烷、二甲基氯硅烷和甲基二氯硅烷以及少量的三氯硅烷和烃类副产物。 (2) 除少量的二甲基乙氧基硅烷和甲基二乙氧基硅烷外乙醇解产物中含有二甲基二乙氧基硅烷和三乙氧基硅烷。(3)由于副产物烃类的污染，重复蒸馏无法分离出二甲基氯硅烷。为了表征该物质，由二甲基乙氧基硅烷和苯甲酰氯合成。(4)通过水解，发现了线性共聚物M'Dn'M'和M'DnM'。其中，具有2至8个硅原子的共聚物M'Dn'M'和M'DM'已被表征。

  DOI：

  10.1246/bcsj.29.236

文献信息

• Surface Active Organosilicone Compounds
  申请人：Wagner Roland

  公开号：US20080242743A1

  公开（公告）日：2008-10-02

  The present invention relates to new organodisilanes or carbodisilanes, a process for manufacturing the same and their use, in particular, as surface active agents, especially as spreading agents.

  本发明涉及新的有机二硅烷或碳二硅烷，以及其制造方法和用途，特别是作为表面活性剂，尤其是作为扩展剂。
• イリジウム錯体触媒を用いたカルボン酸アルケニルエステル及び水素終端オルガノシロキサンオリゴマーのヒドロシリル化のための方法及び組成物
  申请人：ダウ シリコーンズ コーポレーション

  公开号：JP2019505474A

  公开（公告）日：2019-02-28

  方法は、式（ＩＶ）の化合物を選択的に調製することができ、各Ｒ１及び各Ｒ２は、６〜１０個の炭素原子のアルキル基、アリール基、ハロゲン化アルキル基、またはハロゲン化アリール基から独立して選択され、各Ｒ３は、アルカン−ジイル基であり、各Ｒ４は、水素またはアルキル基である。方法は、イリジウム錯体触媒を用いたオルガノハイドロジェンシロキサンオリゴマーとカルボン酸アルケニルエステルとのヒドロシリル化を含む。

  该方法可以选择性地制备式（IV）的化合物，其中每个R1和每个R2独立地选择自6到10个碳原子的烷基、芳基、卤代烷基或卤代芳基，每个R3是烷基基团，每个R4是氢或烷基。该方法包括使用铱配合物催化剂对有机氢氧化硅聚合物和羧酸烯酯进行氢硅化反应。
• Okawara, Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1957, vol. 60, p. 1398,1400
  作者：Okawara

  DOI：——

  日期：——
• Mueller,R. et al., Journal fur praktische Chemie (Leipzig 1954), 1960, vol. 11, p. 336 - 340
  作者：Mueller,R. et al.

  DOI：——

  日期：——
• Utility of trichloroisocyanuric acid in the efficient chlorination of silicon hydrides
  作者：Sudarsanan Varaprath、Debra H. Stutts

  DOI：10.1016/j.jorganchem.2006.12.032

  日期：2007.4

  The potential of trichloroisocyanuric acid (TCCA) as a chlorination agent for efficient conversion of Si-H functional silanes and siloxanes to the corresponding Si-Cl functional moieties was explored. In comparison to methods using other chlorinating agents, TCCA is inexpensive, results in a much faster reaction and produces a high purity product with a conversion that is essentially quantitative. A variety of chloro derivatives of linear and cyclic structures have been synthesized from silicon hydrides using this reagent with impressive yields that typically exceed 90%: PhSiCl3 (97.5%); PhMeSiCl2 (95.5%); Ph3SiCl (97.5%); Vi(3)SiCl (98.7%); (EtO)(3)SiCl (99.7%); t-Bu3SiCl (similar to 100%); (MeClSiO)(4) (86.5%); (MeClSiO)(5) (95%); (MeClSiO)(7) (96.5%); Ph(OEt)(2)SiCl (98%); ClMe2SiOSiMe2Cl (98.6%); ClMe2SiOSiMeClOSiMe2Cl (94.6%); ClMe2Si(OSiMeCl)(2)OSiMe2C l (92.3%); (Me3SiO)(3)SiCl (97%); Me3SiOSiClPhOSiMe3 (99%); Me3SiO(SiMeClO)(3)SiMe3 (95.7%); ClSi(OSiMe3)(2)OSi(OSiMe3) Cl-2 (93.6%).For monohydridosilanes, dichloromethane (CH2Cl2) was a suitable solvent in which nearly quantitative conversion was observed within several minutes following the addition of the silanes to TCCA. For certain cyclic and linear siloxanes, and especially silanes containing multiple hydrogen atoms on the same silicon for which the reaction is sluggish in CH2Cl2, tetrahydrofuran (THF) was the preferred solvent. For a sterically demanding silane that did not undergo chlorination even in THF viz., HSi(OSiMe3)(2)O-Si(OSiMe3)(2)H, 1,2-dichloroethane was the best solvent. (c) 2007 Elsevier B.V. All rights reserved.