3-Methyl-1,1-diphenyl-1-silacyclobutane | 54600-13-4

• 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: 3-Methyl-1,1-diphenyl-1-silacyclobutane
• 英文别名: 3-methyl-1,1-diphenyl-siletane；3-Methyl-1,1-diphenylsiletane
• CAS: 54600-13-4
• 化学式: C₁₆H₁₈Si
• 分子量: 238.404
• InChiKey: GBASNJGJCCYSFB-UHFFFAOYSA-N

物化性质

• 沸点：
  307.4±15.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  3-Methyl-1,1-diphenyl-1-silacyclobutane 、 diiodomethyllithium 生成 cis-2-iodo-4-methyl-1,1-diphenyl-1-silacyclopentane
  参考文献：
  名称：

  MATSUMOTO, KOZO;OSHIMA, KOICHIRO;UTIMOTO, KIITIRO, TETRAHEDRON LETT., 31,(1990) N2, C. 6055-6058

  摘要：

  DOI：
• 作为产物：
  描述：

  Chloro-(3-chloro-2-methyl-propyl)-diphenyl-silane 在 magnesium 作用下， 生成 3-Methyl-1,1-diphenyl-1-silacyclobutane
  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。
• Palladium Catalyzed Reaction of Silacyclobutanes with Acetylenes
  作者：Yoshihiro Takeyama、Kyoko Nozaki、Kozo Matsumoto、Koichiro Oshima、Kiitiro Utimoto

  DOI：10.1246/bcsj.64.1461

  日期：1991.5

  Whereas the reaction of 1,1-dimethyl-1-silacyclobutane (1a) with dimethyl acetylenedicarboxylate in the presence of Pd catalyst provides dimethyl 1,1-dimethyl-1-sila-2-cyclohexene-2,3-dicarboxylate...

  而 1,1-二甲基-1-硅杂环丁烷 (1a) 与乙炔二甲酸二甲酯在 Pd 催化剂存在下的反应提供了 1,1-二甲基-1-硅-2-环己烯-2,3-二甲酸二甲酯...
• Nametkin,N.S. et al., Journal of general chemistry of the USSR, 1974, vol. 44, p. 1933 - 1936
  作者：Nametkin,N.S. et al.

  DOI：——

  日期：——
• MATSUMOTO, KOZO;OSHIMA, KOICHIRO;UTIMOTO, KIITIRO, TETRAHEDRON LETT., 31,(1990) N2, C. 6055-6058
  作者：MATSUMOTO, KOZO、OSHIMA, KOICHIRO、UTIMOTO, KIITIRO

  DOI：——

  日期：——
• Lithium carbenoids induced ring enlargement of silacyclobutane into 2-halo-1-silacyclopentane and its use in organic synthesis
  作者：Kozo Matsumoto、Yoshitaka Aoki、Koichiro Oshima、Kiitiro Utimoto、Noorsaadah Abd. Rahman

  DOI：10.1016/s0040-4020(01)96257-x

  日期：1993.9

  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.