1,2-bis(trichlorosilyl)-1-(4-methylphenyl)ethane | 620986-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-bis(trichlorosilyl)-1-(4-methylphenyl)ethane
• 英文别名: 1,2-bis(trichlorosilyl)ethyl-4-methylbenzene；trichloro-[1-(4-methylphenyl)-2-trichlorosilylethyl]silane
• CAS: 620986-95-0
• 化学式: C₉H₁₀Cl₆Si₂
• 分子量: 387.067
• InChiKey: LZUNLLPMQYOLSV-UHFFFAOYSA-N

物化性质

• 沸点：
  114-115 °C(Press: 0.3 Torr)
• 密度：
  1.387±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.93
• 重原子数：
  17
• 可旋转键数：
  2
• 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：

  1,2-bis(trichlorosilyl)-1-(4-methylphenyl)ethane 在 potassium fluoride 、 双氧水 、 potassium hydrogencarbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (S)-1-(4-methylphenyl)-1,2-ethanediol 、 (R)-1-(4-methylphenyl)-1,2-ethanediol
  参考文献：
  名称：

  Asymmetric Synthesis of 1-Aryl-1,2-ethanediols from Arylacetylenes by Palladium-Catalyzed Asymmetric Hydrosilylation as a Key Step

  摘要：

  Double hydrosilylation of arylacetylenes with trichlorosilane catalyzed first by platinum and second by a chiral monophosphine-palladium complex generated the corresponding 1,2-bis(silyl)-1-arylethanes, the oxidation of which with hydrogen peroxide gave 1-aryl-1,2-diols of high enantiomeric purity (94-98% ee) in high yields.

  DOI：

  10.1021/ja017617g
• 作为产物：
  描述：

  三甲基(对甲苯乙炔)硅烷 在 bis(η3-allyl-μ-chloropalladium(II)) 、 Zeise's dimer sodium hydroxide 、 (R)-2-bis[3,5-bis(CF₃)phenyl]phosphino-1,1'-binaphthyl 、 三氯硅烷 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 47.0h， 生成 1,2-bis(trichlorosilyl)-1-(4-methylphenyl)ethane
  参考文献：
  名称：

  Asymmetric Synthesis of 1-Aryl-1,2-ethanediols from Arylacetylenes by Palladium-Catalyzed Asymmetric Hydrosilylation as a Key Step

  摘要：

  Double hydrosilylation of arylacetylenes with trichlorosilane catalyzed first by platinum and second by a chiral monophosphine-palladium complex generated the corresponding 1,2-bis(silyl)-1-arylethanes, the oxidation of which with hydrogen peroxide gave 1-aryl-1,2-diols of high enantiomeric purity (94-98% ee) in high yields.

  DOI：

  10.1021/ja017617g

文献信息

• Trichlorosilyl groups containing organochlorosilanes and their preparation methods by the double-silylation of olefins with trichlorosilane
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US20040082803A1

  公开（公告）日：2004-04-29

  The present invention provides organosilicon compounds containing two trichlorosilyl groups and their preparation methods. Organosilicon compounds of formula II are prepared by reacting linear chain or cyclic olefins of formula I with trichlorosilane in the presence of quaternary organophosphonium salt as a catalyst. R 1 —HC═CH—R 2 (I) 1 In formulas I and II, R 1 and R 2 may be identical or different and represent a hydrogen atom, a linear or a cyclic C 1 -C 8 alkyl, a linear or a cyclic C 1 -C 8 alkenyl, benzyl, phenyl, a C 1 -C 8 alkyl substituted phenyl group, two functional groups between R 1 and R 2 may be covalently bonded to form a C 4 -C 8 ring with or without a carbon-carbon double bond.

  本发明提供了含有两个三氯硅基团的有机硅化合物及其制备方法。通过在四元有机磷盐存在下，将式I的线性链或环烯烃与三氯硅烷反应，可以制备出式II的有机硅化合物。在式I和式II中，R1和R2可以相同也可以不同，代表氢原子、线性或环状的C1-C8烷基、线性或环状的C1-C8烯基、苄基、苯基、一个C1-C8烷基取代的苯基团，R1和R2之间的两个功能基团可以共价键合形成一个C4-C8环，有或没有碳-碳双键。
• Asymmetric Synthesis of 1-Aryl-1,2-ethanediols from Arylacetylenes by Palladium-Catalyzed Asymmetric Hydrosilylation as a Key Step
  作者：Toyoshi Shimada、Kotaro Mukaide、Akihiro Shinohara、Jin Wook Han、Tamio Hayashi

  DOI：10.1021/ja017617g

  日期：2002.2.1

  Double hydrosilylation of arylacetylenes with trichlorosilane catalyzed first by platinum and second by a chiral monophosphine-palladium complex generated the corresponding 1,2-bis(silyl)-1-arylethanes, the oxidation of which with hydrogen peroxide gave 1-aryl-1,2-diols of high enantiomeric purity (94-98% ee) in high yields.