1,3,5,7,9-pentachloro-1,3,5,7,9-pentamethylcyclopentasiloxane | 18139-89-4

• 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: 1,3,5,7,9-pentachloro-1,3,5,7,9-pentamethylcyclopentasiloxane
• 英文别名: 2,4,6,8,10-pentachloro-2,4,6,8,10-pentamethyl-cyclopentasiloxane；2,4,6,8,10-Pentachlor-2,4,6,8,10-pentamethyl-cyclopentasiloxan；2,4,6,8,10-Pentachloro-2,4,6,8,10-pentamethyl-1,3,5,7,9,2,4,6,8,10-pentaoxapentasilecane
• CAS: 18139-89-4
• 化学式: C₅H₁₅Cl₅O₅Si₅
• 分子量: 472.864
• InChiKey: KRNFZNXLOVYACG-UHFFFAOYSA-N

物化性质

• 沸点：
  270.8±23.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  叔丁基过氧化氢 、 1,3,5,7,9-pentachloro-1,3,5,7,9-pentamethylcyclopentasiloxane 在 氨 作用下， 以 乙醚 为溶剂， 生成 2,4,6,8,10-Pentakis-tert-butylperoxy-2,4,6,8,10-pentamethyl-[1,3,5,7,9,2,4,6,8,10]pentoxapentasilecane
  参考文献：
  名称：

  Tomadze,A.V. et al., Journal of general chemistry of the USSR, 1977, vol. 47, p. 2328 - 2330

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4,6,8,10-环五硅氧烷 在 氯 作用下， 以 四氯化碳 为溶剂， 以78%的产率得到1,3,5,7,9-pentachloro-1,3,5,7,9-pentamethylcyclopentasiloxane
  参考文献：
  名称：

  14种C标记的环状和线性硅氧烷的合成

  摘要：

  描述了合成多种14 C-标记的单体和聚合硅氧烷的简单程序。具体地，提供以下硅氧烷的合成，其中一些在商业上具有重要意义：14 C-八甲基环四硅氧烷（D 4），14 C-十甲基环五硅氧烷（D 5），14 C-六甲基二硅氧烷（MM），14 C-二甲基二甲氧基硅烷和14 C-二甲基硅烷二醇（DMSD）是离散的单体种类的例子。14C-350和1000 cSt聚二甲基硅氧烷（PDMS）是聚合物的例子。除二甲基硅烷二醇外，单体种类的合成涉及格氏试剂与适当的氯硅烷的反应，而聚合材料是通过14 C-D 4与十二甲基五硅氧烷（MD 3 M）的酸催化平衡反应合成的。通过14 C-二甲基二甲氧基硅烷的水解获得化合物14 C-DMSD 。此处列出的标记材料是合成的，可在一些正在进行的环境命运和效应研究以及毒理学研究中用作示踪剂。

  DOI：

  10.1016/s0022-328x(98)00916-4

文献信息

• 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.
• Krasnova, T. L.; Mudrova, N. A.; Bochkarev, V. N., Journal of general chemistry of the USSR, 1985, vol. 55, # 7, p. 1358 - 1362
  作者：Krasnova, T. L.、Mudrova, N. A.、Bochkarev, V. N.、Kisin, A. V.

  DOI：——

  日期：——
• Generation and capture of alkylchlorosilanones
  作者：S. V. Basenko、M. G. Voronkov、I. A. Gebel

  DOI：10.1007/bf02494689

  日期：2000.2

  Alkyltrichlorosilanes react with DMSO (molar ratio 1 : 1, 0 degrees C) to give cyclic oligoalkylchlorosiloxanes of the general formula [R(Cl)SiO](n) (where R = Me or Et; n = 3-6). With an excess of alkyltrichlorosilane (2 : 1), linear oligoalkylchlorosiloxanes Cl[R(Cl)SiO](m)SiCl2R (where R = Me or Et; m = 1-5) are also formed. In the presence of hexamethyldisiloxane (molar ratio Cl3SiR : DMSO : (Me3Si)(2) O = 1 : 1 : 2, 20 degrees C), the reaction products are both cyclic and linear oligoalkyl(trimethylsilyloxy)siloxanes [R(Me3SiO)SiO](n) (n = 3-5) and Me3Si[OSi(OSiMe3) R](m)OSiMe3 (m = 1-3), respectively. The reaction of DMSO with trichloro(vinyl)silane and hexamethyldisiloxane occurs in a similar manner. A plausible scheme of formation of the final products via intermediate alkylchlorosilanones RClSi=O and alkyl(trimethylsilyloxy)silanones is discussed.
• Sokolow et al., Zhurnal Obshchei Khimii, 1956, vol. 26, p. 933,934;engl.Ausg.S.1061
  作者：Sokolow et al.

  DOI：——

  日期：——
• Reaction of Organylchlorosilanes with Dimethyl Sulfoxide in the Presence of Octamethyltrisiloxane
  作者：S. V. Basenko、I. A. Gebel'、E. V. Boyarkina、M. G. Voronkov

  DOI：10.1023/b:rugc.0000042423.40451.86

  日期：2004.6

  Dichloro(methyl)(vinyl)silane reacts with DMSO in the presence of octamethyltrisiloxane to form cyclooligomethyl(vinyl)siloxanes(MeViSiO)(n) (n = 3-6). The reaction involves disproportionation of octamethyltrisiloxane into hexamethyldisiloxane and decamethyltetrasiloxane. Along with the latter two products, insertion products of methyl vinyl silanone into both permethyloligosiloxanes were identified. Alkyltrichlorosilanes RSiCl3 (R = Me, Et) react with DMSO in the presence of octamethyltrisiloxane to form cyclic oligoalkyltrichlorosiloxanes (RCISiO)(m) (m = 3-6).