Bicyclo<4.2.0>octa-1,3,5-trien-7-yltrimethylsilane | 38341-54-7

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: Bicyclo<4.2.0>octa-1,3,5-trien-7-yltrimethylsilane
• 英文别名: 1-trimethylsilylcyclobutabenzene；1-Trimethylsilyl-1,2-dihydrobenzocyclobuten；Silane, bicyclo[4.2.0]oct-1,3,5-trien-7-yltrimethyl-；7-bicyclo[4.2.0]octa-1,3,5-trienyl(trimethyl)silane
• CAS: 38341-54-7
• 化学式: C₁₁H₁₆Si
• 分子量: 176.334
• InChiKey: ZWQIAPULQYYCDK-UHFFFAOYSA-N

物化性质

• 沸点：
  105-115 °C(Press: 17 Torr)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  tris(ammonia)chromium tricarbonyl 、 Bicyclo<4.2.0>octa-1,3,5-trien-7-yltrimethylsilane 以 1,4-二氧六环 为溶剂， 以64%的产率得到exo-tricarbonyl{η6-(1-(trimethylsilyl)cyclobutabenzene)}chromium(0)
  参考文献：
  名称：

  Conformationally rigid annelated arene complexes: Cyclobutabenzenetricarbonylchromium(0) derivatives

  摘要：

  DOI：

  10.1016/0022-328x(88)80370-x
• 作为产物：
  描述：

  邻二氯苄 在 magnesium 作用下， 647.0 ℃ 、10.67 Pa 条件下， 生成 Bicyclo<4.2.0>octa-1,3,5-trien-7-yltrimethylsilane
  参考文献：
  名称：

  通过快速真空热解形成取代的苯并环丁烯

  摘要：

  在关键步骤中，通过涉及热解1,4-消除HCl的反应顺序，由2-甲基苯甲醛以高收率获得在四元环中带有取代基的苯环丁烯。

  DOI：

  10.1016/s0040-4039(00)88653-0

文献信息

• Intramolecular Reactivity of Arylcarbenes: Derivatives of o-Tolylcarbene
  作者：Wolfgang Kirmse、Wolfgang Konrad、Dirk Schnitzler

  DOI：10.1021/jo00093a014

  日期：1994.7

  Various CH(2)X groups have been attached to the ortho position of phenylcarbene. If 2'- or 3'-C-H bonds are present, as in 23 (X = Me), 71 (X = CMe(3)), and 58 (X = SiMe(3)), C-H insertion leading to five- or six-membered rings predominates in the gas phase and competes with intermolecular reactions in solution. The formation of benzocyclobutenes via insertion into 1'-C-H bonds is a very minor reaction path of 23 and 71. In contrast, 58 produces substantial amounts of the benzocyclobutene 59 by way of C-Si insertion, particularly in the gas phase. Insertion into the Si-Me bonds of 58 also occurs while the C-F bonds of 37 (X = CF3) and 50 (X = Fl are inert. In the gas phase, 37 and 50 give mainly benzocyclobutenes whereas intermolecular reactions prevail in solution. The effects of sensitization and of solvent polarity suggest that benzocyclobutenes arise from singlet arylcarbenes. The amount of carbene-carbene rearrangement decreases in the order 7 (X = H) > 37 (X = CF3) > 23 (X = Me); no rearrangement was observed with 50 (X = Fl, 58 (X = SiMe(3)), and 71 (X = CMe(3)).
• Conformationally rigid annelated arene complexes: Cyclobutabenzenetricarbonylchromium(0) derivatives
  作者：Hans G. Wey、Holger Butenschön

  DOI：10.1016/0022-328x(88)80370-x

  日期：1988.8
• Kirmse, Wolfgang; Konrad, Wolfgang, Angewandte Chemie, 1990, vol. 102, # 6, p. 682 - 683
  作者：Kirmse, Wolfgang、Konrad, Wolfgang

  DOI：——

  日期：——
• KIRMSE, WOLFGANG;KONRAD, WOLFGANG, ANGEW. CHEM., 102,(1990) N, C. 682-683
  作者：KIRMSE, WOLFGANG、KONRAD, WOLFGANG

  DOI：——

  日期：——
• SCHIESS, P.;RUTSCHMANN, S.;TOAN, VAN, VIEN, TETRAHEDRON LETT., 1982, 23, N 36, 3669-3672
  作者：SCHIESS, P.、RUTSCHMANN, S.、TOAN, VAN, VIEN

  DOI：——

  日期：——