trans-1,1,4-trimethyl-2-phenylsilacyclopentane | 131473-13-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: trans-1,1,4-trimethyl-2-phenylsilacyclopentane
• 英文别名: trans-1,1,4-tetramethyl-2-phenyl-1-silacyclopentane；(2R,4S)-1,1,4-trimethyl-2-phenylsilolane
• CAS: 131473-13-7；131473-19-3
• 化学式: C₁₃H₂₀Si
• 分子量: 204.387
• InChiKey: GWMKAXYYQPGMNP-WCQYABFASA-N

物化性质

• 沸点：
  267.8±29.0 °C(Predicted)
• 密度：
  0.91±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  氯异丁基化二甲基化氯硅烷 在 magnesium 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 trans-1,1,4-trimethyl-2-phenylsilacyclopentane
  参考文献：
  名称：

  Lithium carbenoids induced ring enlargement of silacyclobutane into 2-halo-1-silacyclopentane and its use in organic synthesis

  摘要：

  An addition of lithium diisopropylamide to a solution of 1,1-dimethyl-1-silacyclobutane and dihalomethane such as CH2I2, CH2Br2, or CH2Cl2 Provided the corresponding 1,1-dimethyl-2-halo-1-silacyclopentane in good yield. The reactions of 1,1,2-trimethyl-1-silacyclobutane or 1,1,3-trimethyl-1-silacyclobutane with lithium carbenoids are also described. Treatment of 2-iodo-1-silacyclopentane with tert-butyllithium gave 2-lithio-1-silacyclopentane which reacted with electrophiles to afford the corresponding adducts.

  DOI：

  10.1016/s0040-4020(01)96257-x

文献信息

• Stereoselective formation of silacyclopentanes by the reaction of silacyclobutane with lithium carbenoids
  作者：Kozo Matsumoto、Koichiro Oshima、Kiitiro Utimoto

  DOI：10.1016/s0040-4039(00)98027-4

  日期：——

  An addition of lithium diisopropylamide to a solution of 1,1-dimethyl-1-silacyclobutane and diiodomethane provided 1,1-dimethyl-2-iodo-1-silacyclopentane in good yield.

  向1，1-二甲基-1-硅环丁烷和二碘甲烷的溶液中加入二异丙基氨基锂，可以得到高产率的1，1-二甲基-2-碘-1-硅环戊烷。
• Catalytic synthesis and reactions of magnesiocycloalkanes. 2. Synthesis of substituted magnesiocyclopentanes in the presence of zirconium complexes
  作者：U. M. Dzhemilev、R. M. Sultanov、R. G. Gaimaldinov、R. R. Muslukhov、S. I. Lomakina、G. A. Tolstikov

  DOI：10.1007/bf01150907

  日期：1992.4

  Catalytic cyclometallation of styrene, m-methylstyrene, p-tert-butylstyrene, and 1-hexene with di-n-alkylmagnesium compounds (n-R2Mg, where R = C3H7, C4H9, and C6H13) in the presence of Cp2Zr2Cl2 has given high yields of 2,4-disubstituted magnesiocyclopentanes. The probable mode of formation of magnesiocyclopentanes, involving zirconocyclopentanes formed from Cp2ZrCl2, n-R2Mg, and the appropriate olefins as reactive intermediates in the cyclometallation, is discussed.