(3-Methylbut-3-en-1-inyl)-trichlorsilan | 343849-81-0

• 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: (3-Methylbut-3-en-1-inyl)-trichlorsilan
• 英文别名: Trichloro(3-methylbut-3-en-1-ynyl)silane；trichloro(3-methylbut-3-en-1-ynyl)silane
• CAS: 343849-81-0
• 化学式: C₅H₅Cl₃Si
• 分子量: 199.539
• InChiKey: OWOJUAPMDGEQBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  叔丁基锂 、 (3-Methylbut-3-en-1-inyl)-trichlorsilan 以 正己烷 、 正戊烷 为溶剂， 以40%的产率得到10,10,12,16-hexamethyl-6-trichlorsilyl-5-silaundeca-1,6,7-trien-3-in
  参考文献：
  名称：

  Silaheterocyclen XXXVII.

  摘要：

  A series of differently substituted alkeneinylhalogensilanes R2Si(X)-C drop CC(Me)=CH2 (X = Cl: R = Me (2), Cl (3), Ph (4); X = F: R = Me (5), Mes (6), Tip (7)) is reacted with t-BuLi in solvents of different polarity to give mainly E/Z-isomeric 2.4-bispentenylidene-1,3-disilacyclobutanes (11, 23 and 31) and E/Z-isomeric 2.4,6-trispentenylidene-1,3.5-trisilacydohexanes (12 and 24) competitively. Obviously the four- and six-membered silacycles are formed stepwise by intermolecular coupling reactions of the lithiated precursors R2Si(X)C(Li)=C=C(Me)-t-Bu which preliminary result from the 1,4-addition of the lithium organyle to the alkeneinylhalogensilanes. Alternatively, silacumulene formation (R2Si=C=C=C(Me)CH2-t-Bu) might be discussed, but the isolation of Cl3Si-C(=C=C(Me)CH2-t-Bu)-C-C-C(Me)=CH2 (22) as coupling product starting from trichlorosilane 3 and t-BuLi and high molecular multistep coupling products starting from the fluorinated precursors 5 and 7 strongly favour the the coupling reactions over silacumulene formation. Consequently, all attempts to isolate a stable silacumulene from the silicon sterically overcrowded starting compounds 6 and 7 failed. (C) 2001 Published by Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00855-x
• 作为产物：
  描述：

  2-甲基-1-丁烯-3-炔 在 四氯化硅 、 甲基锂 作用下， 以 乙醚 为溶剂， 以57%的产率得到(3-Methylbut-3-en-1-inyl)-trichlorsilan
  参考文献：
  名称：

  Silaheterocyclen XXXVII.

  摘要：

  A series of differently substituted alkeneinylhalogensilanes R2Si(X)-C drop CC(Me)=CH2 (X = Cl: R = Me (2), Cl (3), Ph (4); X = F: R = Me (5), Mes (6), Tip (7)) is reacted with t-BuLi in solvents of different polarity to give mainly E/Z-isomeric 2.4-bispentenylidene-1,3-disilacyclobutanes (11, 23 and 31) and E/Z-isomeric 2.4,6-trispentenylidene-1,3.5-trisilacydohexanes (12 and 24) competitively. Obviously the four- and six-membered silacycles are formed stepwise by intermolecular coupling reactions of the lithiated precursors R2Si(X)C(Li)=C=C(Me)-t-Bu which preliminary result from the 1,4-addition of the lithium organyle to the alkeneinylhalogensilanes. Alternatively, silacumulene formation (R2Si=C=C=C(Me)CH2-t-Bu) might be discussed, but the isolation of Cl3Si-C(=C=C(Me)CH2-t-Bu)-C-C-C(Me)=CH2 (22) as coupling product starting from trichlorosilane 3 and t-BuLi and high molecular multistep coupling products starting from the fluorinated precursors 5 and 7 strongly favour the the coupling reactions over silacumulene formation. Consequently, all attempts to isolate a stable silacumulene from the silicon sterically overcrowded starting compounds 6 and 7 failed. (C) 2001 Published by Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00855-x

文献信息

• Silaheterocyclen XXXVII.
  作者：Norbert Auner、Martin Grasmann

  DOI：10.1016/s0022-328x(00)00855-x

  日期：2001.3

  A series of differently substituted alkeneinylhalogensilanes R2Si(X)-C drop CC(Me)=CH2 (X = Cl: R = Me (2), Cl (3), Ph (4); X = F: R = Me (5), Mes (6), Tip (7)) is reacted with t-BuLi in solvents of different polarity to give mainly E/Z-isomeric 2.4-bispentenylidene-1,3-disilacyclobutanes (11, 23 and 31) and E/Z-isomeric 2.4,6-trispentenylidene-1,3.5-trisilacydohexanes (12 and 24) competitively. Obviously the four- and six-membered silacycles are formed stepwise by intermolecular coupling reactions of the lithiated precursors R2Si(X)C(Li)=C=C(Me)-t-Bu which preliminary result from the 1,4-addition of the lithium organyle to the alkeneinylhalogensilanes. Alternatively, silacumulene formation (R2Si=C=C=C(Me)CH2-t-Bu) might be discussed, but the isolation of Cl3Si-C(=C=C(Me)CH2-t-Bu)-C-C-C(Me)=CH2 (22) as coupling product starting from trichlorosilane 3 and t-BuLi and high molecular multistep coupling products starting from the fluorinated precursors 5 and 7 strongly favour the the coupling reactions over silacumulene formation. Consequently, all attempts to isolate a stable silacumulene from the silicon sterically overcrowded starting compounds 6 and 7 failed. (C) 2001 Published by Elsevier Science B.V. All rights reserved.