(Z)-4-methylpent-1-enyl(trimethyl)silane | 75668-12-1

• 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: (Z)-4-methylpent-1-enyl(trimethyl)silane
• 英文别名: Z-1-trimethylsilyl-4-methyl-1-pentene；trimethyl-[(Z)-4-methylpent-1-enyl]silane
• CAS: 75668-12-1
• 化学式: C₉H₂₀Si
• 分子量: 156.343
• InChiKey: JGTXYSZKJLKHDM-VURMDHGXSA-N

物化性质

• 沸点：
  148.2±8.0 °C(Predicted)
• 密度：
  0.755±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  (Z)-4-methylpent-1-enyl(trimethyl)silane 在 N-碘代丁二酰亚胺 作用下， 以 乙腈 为溶剂， 生成 (Z)-1-iodo-4-methyl-1-pentene 、 (E)-1-iodo-4-methyl-1-pentene
  参考文献：
  名称：

  A mild preparation of vinyliodides from vinylsilanes

  摘要：

  A new method for the synthesis of vinyliodides from vinylsilanes is presented. Using N-iodiosuccinimide in acetonitrile or acetonitrile/monochloroacetonitrile, this transformation is cleanly effected at room temperature under virtually neutral conditions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02000-x
• 作为产物：
  描述：

  4-Methyl-1-(trimethylsilyl)-1-pentyne 生成 (Z)-4-methylpent-1-enyl(trimethyl)silane
  参考文献：
  名称：

  A mild preparation of vinyliodides from vinylsilanes

  摘要：

  A new method for the synthesis of vinyliodides from vinylsilanes is presented. Using N-iodiosuccinimide in acetonitrile or acetonitrile/monochloroacetonitrile, this transformation is cleanly effected at room temperature under virtually neutral conditions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02000-x

文献信息

• Highly Stereoselective Synthesis of Vinylsilanes from Carbonyl Compounds
  作者：José Barluenga、José L. Fernández-Simón、José M. Concellón、Miguel Yus

  DOI：10.1055/s-1988-27526

  日期：——

  The in situ generated (chlorolithiomethyl)trimethylsilane reacts at - 60°C to - 45°C with different aldehydes or ketones 1 to afford, after lithiation with lithium naphthalenide at - 78 °C to 20 °C, vinylsilanes 5a-b in a stereoselective manner.

  在-60°C至-45°C条件下，原位生成的（氯甲基）三甲基硅烷与不同的醛或酮1反应，在-78°C至20°C条件下与萘锂发生锂化反应后，以立体选择性方式生成乙烯基硅烷5a-b。
• Zaitseva, G. S.; Livantsova, L. I.; Bekker, R. A., Journal of general chemistry of the USSR, 1983, vol. 53, # 9, p. 1867 - 1874
  作者：Zaitseva, G. S.、Livantsova, L. I.、Bekker, R. A.、Baukov, Yu. I.、Lutsenko, I. F.

  DOI：——

  日期：——
• Synthesis of (<i>Z</i>)-Vinylsilanes with High Diastereoselectivity by Using Samarium Diiodide
  作者：José M. Concellón、Pablo L. Bernad、Eva Bardales

  DOI：10.1021/ol015601p

  日期：2001.3.1

  [GRAPHICS]Beta-Elimination of O-acetyl 1-chloro-1-trimethylsilylalkan-2-ols 1 was achieved by using samarium diiodide as a metaling reagent and afforded the corresponding (Z)-vinylsilanes with high stereoselectivity. The starting compounds 1 were easily prepared by treatment of different aldehydes with (chlorolithiomethyl)trimethylsilane and further acetylation.
• A mild preparation of vinyliodides from vinylsilanes
  作者：Dean P Stamos、Andrew G Taylor、Yoshito Kishi

  DOI：10.1016/s0040-4039(96)02000-x

  日期：1996.11

  A new method for the synthesis of vinyliodides from vinylsilanes is presented. Using N-iodiosuccinimide in acetonitrile or acetonitrile/monochloroacetonitrile, this transformation is cleanly effected at room temperature under virtually neutral conditions. Copyright (C) 1996 Elsevier Science Ltd