6-trimethylsilanyl-hexan-2-one | 17869-67-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-trimethylsilanyl-hexan-2-one
• 英文别名: 6-Trimethylsilyl-hexan-2-on；6-Trimethylsilylhexan-2-one
• CAS: 17869-67-9
• 化学式: C₉H₂₀OSi
• 分子量: 172.343
• InChiKey: ZDGOSACACZUGCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.08
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-trimethylsilanyl-hexan-2-one 、 甲基溴化镁 生成 2-methyl-6-trimethylsilanyl-hexan-2-ol
  参考文献：
  名称：

  Aliphatic Organo-functional Siloxanes. V. Synthesis of Monomers by Platinum-catalyzed Addition of Methyldichlorosilane to Unsaturated Esters and Nitriles¹

  摘要：

  DOI：

  10.1021/ja01568a028
• 作为产物：
  描述：

  (3-碘丙基)(三甲基)硅烷 在 盐酸 作用下， 生成 6-trimethylsilanyl-hexan-2-one
  参考文献：
  名称：

  Aliphatic Organo-functional Siloxanes. V. Synthesis of Monomers by Platinum-catalyzed Addition of Methyldichlorosilane to Unsaturated Esters and Nitriles¹

  摘要：

  DOI：

  10.1021/ja01568a028

文献信息

• Electronic and steric effects of various silyl groups in radical addition reactions
  作者：Jih Ru Hwu、Ke Yung King、I-Fay Wu、Gholam H. Hakimelahi

  DOI：10.1016/s0040-4039(98)00569-3

  日期：1998.5

  The ligands on a silicon atom in allylsilanes were found to influence the efficiency of their reaction with ketones in the presence of MnO2. An electron-donating group on silicon provided a promoting effect, yet the steric effect of a bulky silyl group retarded the addition process.

  发现烯丙基硅烷中硅原子上的配体会影响它们在MnO 2存在下与酮的反应效率。硅上的给电子基团提供了促进作用，而庞大的甲硅烷基的空间效应却阻碍了加成过程。
• The preparation of some 4-organosilicon derivatives of 7-hydroxycoumarin
  作者：C. Eaborn、B.N. Ghose、D.R.M. Walton

  DOI：10.1016/s0022-328x(00)91267-1

  日期：1974.1

  Some organosilicon-substituted ketones have been converted into β-ketoesters, and hence into 4-derivatives of 7-hydroxycoumarin.

  一些有机硅取代的酮已被转化为β-酮酸酯，因此被转化为7-羟基香豆素的4-衍生物。
• Silicon-Promoted Carbon-Carbon Bond Formation between Ketones and Allyl- or Vinylsilanes Catalyzed by Manganese(IV) Dioxide
  作者：Jih Ru Hwu、Buh-Luen Chen、Shui-Sheng Shiao

  DOI：10.1021/jo00113a027

  日期：1995.4

  The influence of silicon on the carbon-carbon bond formation was investigated by use of various silylalkenes to react with ketones. Treatment of an allylsilane (CH2=CHCH(2)SiMe(m)Ph(n); m + n 3) with various ketones (20 equiv) in the presence of MnO2 (2.0 equiv) and a drop of acetic acid at 140 degrees C in a sealed tube produced the corresponding hydrogen atom transfer adducts in 54-85% yields. Performance of the same reactions by replacement of the allylsilane with a vinylsilane (i.e., CH2=CHSiMe(3) and CH2=CHSiMeEt(2)) afforded adducts in 59-75% yields. Furthermore, reaction of diallyldimethylsilane with acetone or 3-methyl-2-butanone under the same conditions afforded 4-(3,3-dimethyl-3-silacyclohexyl)butan-2-one (81%) and 4-(3,3-dimethyl-3-silacyclohexyl)-3,3-dimethylbutan-2-one (65%), respectively. The results indicate that the alpha- and the beta-electronic effects of a silicon atom promoted the C-C bond formation, while the regioselectivity came from the steric effect of the silyl group.
• Hwu Jih Ru, Chen BuhLuen, Shiao Shui-Sheng, J. Org. Chem, 60 (1995) N 8, S 2448-2455
  作者：Hwu Jih Ru, Chen BuhLuen, Shiao Shui-Sheng

  DOI：——

  日期：——
• Aliphatic Organo-functional Siloxanes. V. Synthesis of Monomers by Platinum-catalyzed Addition of Methyldichlorosilane to Unsaturated Esters and Nitriles¹
  作者：L. H. Sommer、F. P. MacKay、O. W. Steward、P. G. Campbell

  DOI：10.1021/ja01568a028

  日期：1957.6