9-Triisopropylsilanylsulfanyl-9-bora-bicyclo[3.3.1]nonane | 285557-42-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: 9-Triisopropylsilanylsulfanyl-9-bora-bicyclo[3.3.1]nonane
• 英文别名: 9-Borabicyclo[3.3.1]nonan-9-ylsulfanyl-tri(propan-2-yl)silane
• CAS: 285557-42-8
• 化学式: C₁₇H₃₅BSSi
• 分子量: 310.427
• InChiKey: QVCFZJANHGIZIT-UHFFFAOYSA-N

物化性质

• 沸点：
  363.6±25.0 °C(Predicted)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.99
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  正丁基锂 、 9-Triisopropylsilanylsulfanyl-9-bora-bicyclo[3.3.1]nonane 以 乙醚 为溶剂， -78.0~100.0 ℃ 、40.0 Pa 条件下， 反应 0.75h， 以72%的产率得到9-丁基-9-硼杂双环[3.3.1]壬烷
  参考文献：
  名称：

  A versatile synthesis of 9-BBN derivatives from organometallic reagents and 9-(triisopropylsilyl)thio-9-borabicyclo[3.3.1]nonane

  摘要：

  Representative B-substituted-9-BBNs (3) are efficiently prepared from either organolithium or Grignard reagents through their addition to (TIPS)S-9-BBN (1) which is readily available from TIPSSH and 9-BBN-H. The thermally induced collapse of the intermediate 'ate' complexes (2) produces 3 which is easily isolated in good yield and high purity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00450-0
• 作为产物：
  描述：

  9-硼双环[3.3.1]壬烷 、 三异丙基硅烷硫醇 反应 12.0h， 以85%的产率得到9-Triisopropylsilanylsulfanyl-9-bora-bicyclo[3.3.1]nonane
  参考文献：
  名称：

  A versatile synthesis of 9-BBN derivatives from organometallic reagents and 9-(triisopropylsilyl)thio-9-borabicyclo[3.3.1]nonane

  摘要：

  Representative B-substituted-9-BBNs (3) are efficiently prepared from either organolithium or Grignard reagents through their addition to (TIPS)S-9-BBN (1) which is readily available from TIPSSH and 9-BBN-H. The thermally induced collapse of the intermediate 'ate' complexes (2) produces 3 which is easily isolated in good yield and high purity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00450-0