benzyl(bromomethyl)dimethylsilane | 77861-50-8

• 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: benzyl(bromomethyl)dimethylsilane
• 英文别名: benzyl-(bromomethyl)-dimethylsilane
• CAS: 77861-50-8
• 化学式: C₁₀H₁₅BrSi
• 分子量: 243.219
• InChiKey: IZXPHLKDORXMKK-UHFFFAOYSA-N

物化性质

• 沸点：
  115-118 °C
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  benzyl(bromomethyl)dimethylsilane 以 乙醚 、 水 、 苯 为溶剂， 生成 hexakis[(dimethyl(benzyl)silyl)methyl]distannoxane
  参考文献：
  名称：

  Synthesis of bulky tris[(dimethyl(alkyl/aryl)silyl)methyl]stannanes as radical based reducing agents

  摘要：

  The synthesis of novel bulky tris[dimethyl(ethyl/benzyl/p-tolyl/alpha-naphthyl)silylmethyl]stannanes (1-4) is described. Alkylation of SnCl4 with Me-2(ethyl/p-tolyl)SiCH2MgBr (10-11) gave mainly the triorganotin chlorides [(Me-2(ethyl/p-tolyl)SiCH2)](3)SnCl 14 and 15, which were isolated by silica gel chromatography. Reduction of 14 and 15 with LiAlH4 in THF gave the corresponding triorganotin hydrides 1 and 2, respectively. [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnCl 16 and 17, generated by the alkylation of SnCl4 with Me-2(benzyl/alpha-naphthyl) SiCH2MgBr 12 and 13, were inseparable from the minor product [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnCl2 18 and 19, respectively. Treatment of the mixtures of 16/18 and 17/19 with NaOH furnished the corresponding mixtures of stannoxanes, from which the hexakisdistannoxanes [Me-2(benzyl/alpha-naphthyl)SiCH2](6)Sn2O 20 and 22 were isolated from the minor dialkyltin oxide derivatives [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnO in good yields. Reduction of 20 and 22 with BH3 in THF gave [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnH (3 and 4), respectively in good yields. H-1, C-13, Sn-119, Si-29 NMR characteristics of the newly synthesized compounds are included. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.05.011
• 作为产物：
  描述：

  溴甲基二甲基氯硅烷 、 苄基溴化镁 以 乙醚 为溶剂， 以87%的产率得到benzyl(bromomethyl)dimethylsilane
  参考文献：
  名称：

  Synthesis of bulky tris[(dimethyl(alkyl/aryl)silyl)methyl]stannanes as radical based reducing agents

  摘要：

  The synthesis of novel bulky tris[dimethyl(ethyl/benzyl/p-tolyl/alpha-naphthyl)silylmethyl]stannanes (1-4) is described. Alkylation of SnCl4 with Me-2(ethyl/p-tolyl)SiCH2MgBr (10-11) gave mainly the triorganotin chlorides [(Me-2(ethyl/p-tolyl)SiCH2)](3)SnCl 14 and 15, which were isolated by silica gel chromatography. Reduction of 14 and 15 with LiAlH4 in THF gave the corresponding triorganotin hydrides 1 and 2, respectively. [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnCl 16 and 17, generated by the alkylation of SnCl4 with Me-2(benzyl/alpha-naphthyl) SiCH2MgBr 12 and 13, were inseparable from the minor product [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnCl2 18 and 19, respectively. Treatment of the mixtures of 16/18 and 17/19 with NaOH furnished the corresponding mixtures of stannoxanes, from which the hexakisdistannoxanes [Me-2(benzyl/alpha-naphthyl)SiCH2](6)Sn2O 20 and 22 were isolated from the minor dialkyltin oxide derivatives [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnO in good yields. Reduction of 20 and 22 with BH3 in THF gave [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnH (3 and 4), respectively in good yields. H-1, C-13, Sn-119, Si-29 NMR characteristics of the newly synthesized compounds are included. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.05.011

文献信息

• N-derivatives of 1-deoxy nojirimycin
  申请人：Merrell Dow Pharmaceuticals, Inc.

  公开号：US05252587A1

  公开（公告）日：1993-10-12

  This invention relates to novel N-derivatives of 1-deoxy nojirimycin, to the method for their preparation and to their use in the treatment of diabetes and the use against retro-viruses, particularly in the treatment of acquired immuno-deficiency syndrome (AIDS).

  本发明涉及新的1-去氧诺吉霉素的N-衍生物，其制备方法以及它们在糖尿病治疗和抗逆转录病毒方面的应用，特别是在获得性免疫缺陷综合症（艾滋病）治疗中的应用。
• Base cleavage of the benzyl−silicon bond in PhCH2SiMe2(CH2)nOH (n = 2 or 3) compounds
  作者：Colin Eaborn、Foad M.S. Mahmoud

  DOI：10.1016/s0022-328x(00)88969-x

  日期：1981.4
• Synthesis of bulky tris[(dimethyl(alkyl/aryl)silyl)methyl]stannanes as radical based reducing agents
  作者：Abdalla E.A. Hassan、Ahmed F. El-Farargy、Terence N. Mitchell

  DOI：10.1016/j.jorganchem.2011.05.011

  日期：2011.9

  The synthesis of novel bulky tris[dimethyl(ethyl/benzyl/p-tolyl/alpha-naphthyl)silylmethyl]stannanes (1-4) is described. Alkylation of SnCl4 with Me-2(ethyl/p-tolyl)SiCH2MgBr (10-11) gave mainly the triorganotin chlorides [(Me-2(ethyl/p-tolyl)SiCH2)](3)SnCl 14 and 15, which were isolated by silica gel chromatography. Reduction of 14 and 15 with LiAlH4 in THF gave the corresponding triorganotin hydrides 1 and 2, respectively. [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnCl 16 and 17, generated by the alkylation of SnCl4 with Me-2(benzyl/alpha-naphthyl) SiCH2MgBr 12 and 13, were inseparable from the minor product [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnCl2 18 and 19, respectively. Treatment of the mixtures of 16/18 and 17/19 with NaOH furnished the corresponding mixtures of stannoxanes, from which the hexakisdistannoxanes [Me-2(benzyl/alpha-naphthyl)SiCH2](6)Sn2O 20 and 22 were isolated from the minor dialkyltin oxide derivatives [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnO in good yields. Reduction of 20 and 22 with BH3 in THF gave [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnH (3 and 4), respectively in good yields. H-1, C-13, Sn-119, Si-29 NMR characteristics of the newly synthesized compounds are included. (C) 2011 Elsevier B. V. All rights reserved.