1-(methyldiphenylsilyl)-1-pentanone | 135746-52-0

• 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-(methyldiphenylsilyl)-1-pentanone
• 英文别名: 1-[Methyl(diphenyl)silyl]pentan-1-one
• CAS: 135746-52-0
• 化学式: C₁₈H₂₂OSi
• 分子量: 282.458
• InChiKey: XNUUKXZVBCARDT-UHFFFAOYSA-N

物化性质

• 沸点：
  357.6±15.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  dichloromethyl(methyl)diphenylsilane 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.58h， 生成 1-(methyldiphenylsilyl)-1-pentanone
  参考文献：
  名称：

  Oxidation of gem-Borylsilylalkylcoppers to Acylsilanes with Air

  摘要：

  1-Boryl-1-silylalkylcoppers react with molecular oxygen in the presence of pyridine to afford acylsilanes efficiently. The one-pot process consists of two reactions: alkylation of 1-boryl-1-chloro-silylmethyllithium with Grignard reagents in the presence of copper(l) cyanide and aerobic oxidation of the alkylcopper species. This procedure enables us to access the divergent synthesis of acylsilanes.

  DOI：

  10.1021/ol0600988

文献信息

• Preparation of α-silyl- or α,α-bis(silyl)-substituted alkylcopper reagents and their synthetic use
  作者：Junichi Kondo、Atsushi Inoue、Yuki Ito、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1016/j.tet.2005.01.101

  日期：2005.3

  Treatment of chlorobis(methyldiphenylsilyl)methyllithium with various alkyl and aryl Grignard reagents and CuCN center dot 2LiCl afforded 1,1-disilylalkylcopper species. The aerobic oxidation of the resulting copper reagents provided a variety of acylsilanes in good yields. Meanwhile, treatment of dichloro(methyldiphenylsilyl)methyllithum with Bu2CuLi center dot LiCN provided 1-cyano-1-silylalkylcopper species via consecutive double 1,2-migration of alkyl and cyano groups. (c) 2005 Elsevier Ltd. All rights reserved.
• Facile Synthesis of Acylsilanes via Aerobic Oxidation of <i>g</i><i>em-</i>Disilylalkylcopper Compounds
  作者：Atsushi Inoue、Junichi Kondo、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1021/ja016716r

  日期：2001.11.1
• Intramolecular free radical cyclizations using acylsilanes as radicalphiles
  作者：Yeun-Min Tsai、Chaur-Donp Cherng

  DOI：10.1016/0040-4039(91)80820-v

  日期：1991.7

  Carbon radicals add intramolecularly to acylsilanes at the carbonyl carbon followed by radical Brook rearrangement to give silylated cyclopentanols or cyclohexanols in good yields.