1,1,3,3-tetrachloro-1,3-disilacyclopent-4-ene | 25202-57-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,1,3,3-tetrachloro-1,3-disilacyclopent-4-ene
• 英文别名: 1,1,3,3-tetrachloro-2H-1,3-disilole
• CAS: 25202-57-7
• 化学式: C₃H₄Cl₄Si₂
• 分子量: 238.048
• InChiKey: FGQJWHYWKSTSDU-UHFFFAOYSA-N

物化性质

• 沸点：
  48-50 °C(Press: 20 Torr)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  乙醇 、 1,1,3,3-tetrachloro-1,3-disilacyclopent-4-ene 以 甲苯 为溶剂， 反应 4.0h， 以87%的产率得到1,1,3,3-tetraethoxy-2H-1,3-disilole
  参考文献：
  名称：

  一种含双键硅烷偶联剂及其制备方法

  摘要：

  本发明公开一种含双键硅烷偶联剂及其制备方法；该含双键硅烷偶联剂由氯硅烷与炔烃在氧化石墨烯负载二亚胺钯催化剂催化下，反应生成含双键的氯硅烷，所得到的含双键的氯硅烷在酸性条件下，发生醇解得到含双键硅烷偶联剂；本发明得到的含双键硅烷偶联剂的制备方法安全无毒，操作简便，产率较高，且催化剂可重复利用；同时，含双键硅烷偶联剂可以和多种无机材料黏结，在制备聚合物材料时，双键可以和聚合物发生交联反应，制备各种功能性材料。

  公开号：

  CN111574549A
• 作为产物：
  描述：

  1,1,3,3,4-pentachloro-1,3-disilacyclopentane 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氯化碳 为溶剂， 反应 2.0h， 以70%的产率得到1,1,3,3-tetrachloro-1,3-disilacyclopent-4-ene
  参考文献：
  名称：

  振动光谱，折皱势能函数和1,3-二硅环戊-4-烯的构象

  摘要：

  1,3-Disilacyclopent-4-ene has been synthesized and its far-infrared, mid-infrared, and Raman spectra have been analyzed. From the far-infrared data of the molecule in the vapor phase, which shows a series of 10 bands between 48 and 85 cm-1, the ring-puckering potential energy surface was determined to be V (cm-1) = 1.48 x 10(5)x4 + 0.30 x 10(4)x2, where x is the ring-puckering coordinate in angstroms. This shows the molecule to be planar but to be not nearly as rigid as silacyclopent-2-ene. Other features in the infrared, Raman, and NMR spectra confirm that the interactions between the silicon atoms and the carbon-carbon double bond, while present, are reduced relative to silacyclopent-2-ene.

  DOI：

  10.1021/j100170a021

文献信息

• Organosilicon compounds and method for preparation
  申请人：——

  公开号：US05998649A1

  公开（公告）日：1999-12-07

  The invention is cyclic organosilicon compounds described by formula ##STR1## and by formula ##STR2## and linear organosilicon compounds by formula ##STR3## and by formula ##STR4## where R.sup.1 is selected from the group consisting of hydrogen, dichlorosilyl, trichlorosilyl, methyldichlorosilyl, dimethylchlorosilyl, and trimethylsilyl, and each R.sup.2 is independently selected from the group consisting of hydrogen, alkyls comprising one to about 6 carbon atoms, and aryls; and methods for making the described cyclic organosilicon compounds and linear organosilicon compounds.

  本发明涉及一种具有以下式子描述的环状有机硅化合物：##STR1## 和##STR2## 以及具有以下式子描述的线性有机硅化合物：##STR3## 和##STR4## 在这些式子中，R1被选自由氢，二氯硅基，三氯硅基，甲基二氯硅基，二甲基氯硅基和三甲基硅基组成的群体中，而每个R2独立地被选自由氢，包含一到约6个碳原子的烷基和芳基的群体中。本发明还涉及制备所述环状有机硅化合物和线性有机硅化合物的方法。
• Platinum-catalyzed double silylations of alkynes with bis(dichlorosilyl)methanes
  作者：Son Thanh Phan、Weon Cheol Lim、Joon Soo Han、Il Nam Jung、Bok Ryul Yoo

  DOI：10.1016/j.jorganchem.2005.10.001

  日期：2006.2

  Bis(dichlorosilyl)methanes 1 undergo the two kind reactions of a double hydrosilylation and a dehydrogenative double silylation with alkynes 2 such as acetylene and activated phenyl-substituted acetylenes in the presence of Speier's catalyst to give 1,1,3,3-tetrachloro-1,3-disilacyclopentanes 3 and 1,1,3,3-tetrachloro-1,3-disilacyclopent-4-enes 4 as cyclic products, respectively, depending upon the molecular structures of both bis(dichlorosilyl)methanes (1) and alkynes (2). Simple bis(dichlorosilyl)methane (1a) reacted with alkynes [R-1-C C-R-2: R-1 = H, R-2 = H (2a), Ph (2b); R-1 = R-2 = Ph (2c)] at 80 degrees C to afford 1,1,3,3-tetrachloro-1,3-disilacyclopentanes 3 as the double hydrosilylation products in fair to good yields (33-84%). Among these reactions, the reaction with 2c gave a trans-4,5-diphenyl1,1,3,3-tetrachloro-1,3-disilacyclopentane 3ac in the highest yield (84%). When a variety of bis(dichlorosilyl)(silyl)methanes [(Me-n-Cl-3- Si-n)CH(SiHCl2)(2): n = 0 (1b), 1 (1c), 2 (1d), 3 (1e)] were applied in the reaction with alkyne (2c) under the same reaction conditions. The double hydrosilylation products, 2-silyt-1,1,3,3-tetrachloro-1,3-disilacyclopentanes (3), were obtained in fair to excellent yields (38-98%). The yields of compound 3 deceased as follows: n = 1 > 2 > 3 > 0. The reaction of alkynes (2a-c) with 1c under the same conditions gave one of two type products of 1,1,3,3-tetrachloro-1,3-disilacyclopentanes 3 and 1,1,3,3-tetrachloro-1,3-disilacyclopent-4-enes (4): simple alkyne 2a and terminal 2b gave the latter products 4ca and 4cb in 91% and 57% yields, respectively, while internal alkyne 2c afforded the former cyclic products 3cc with trans form between two phenyl groups at the 3- and 4-carbon atoms in 98% yield, respectively. Among platinum compounds such as Speier's catalyst, PtCl2(PEt3)(2), Pt(PPh3)(2)(C2H4), Pt(PPh3)(4), Pt[ViMeSiO](4), and Pt/C, Speier's catalyst was the best catalyst for such silylation reactions. (c) 2005 Elsevier B.V. All rights reserved.
• Vibrational spectra, ring-puckering potential energy function, and conformation of 1,3-disilacyclopent-4-ene
  作者：Lloyd F. Colegrove、Jaan Laane

  DOI：10.1021/j100170a021

  日期：1991.8

  1,3-Disilacyclopent-4-ene has been synthesized and its far-infrared, mid-infrared, and Raman spectra have been analyzed. From the far-infrared data of the molecule in the vapor phase, which shows a series of 10 bands between 48 and 85 cm-1, the ring-puckering potential energy surface was determined to be V (cm-1) = 1.48 x 10(5)x4 + 0.30 x 10(4)x2, where x is the ring-puckering coordinate in angstroms. This shows the molecule to be planar but to be not nearly as rigid as silacyclopent-2-ene. Other features in the infrared, Raman, and NMR spectra confirm that the interactions between the silicon atoms and the carbon-carbon double bond, while present, are reduced relative to silacyclopent-2-ene.
• 一种含双键硅烷偶联剂及其制备方法
  申请人：籍建亚

  公开号：CN111574549A

  公开（公告）日：2020-08-25

  本发明公开一种含双键硅烷偶联剂及其制备方法；该含双键硅烷偶联剂由氯硅烷与炔烃在氧化石墨烯负载二亚胺钯催化剂催化下，反应生成含双键的氯硅烷，所得到的含双键的氯硅烷在酸性条件下，发生醇解得到含双键硅烷偶联剂；本发明得到的含双键硅烷偶联剂的制备方法安全无毒，操作简便，产率较高，且催化剂可重复利用；同时，含双键硅烷偶联剂可以和多种无机材料黏结，在制备聚合物材料时，双键可以和聚合物发生交联反应，制备各种功能性材料。