bis-(2-phenylpropyl)borane | 132509-26-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis-(2-phenylpropyl)borane
• CAS: 132509-26-3
• 化学式: C₁₈H₂₃B
• 分子量: 250.192
• InChiKey: CEMDPCIKJFWJOY-UHFFFAOYSA-N

物化性质

• 沸点：
  364.7±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  bis-(2-phenylpropyl)borane 、 三甲基乙炔基硅 生成 4-phenyl-2-(trimethylsilyl)pent-1-ene
  参考文献：
  名称：

  The hydroboration of (trimethylsilyl)ethyne with dialkylboranes and its application to the syntheses of (E)-1-(trimethylsilyl)alk-1-enes and 2-(trimethylsilyl)alk-1-enes

  摘要：

  The reaction of (trimethylsilyl)ethyne 1 with a stoicheiometric amount of dialkylborane 2 proceeds to the monohydroboration stage, giving a mixture of regioisomers, (E)-[2-(trimethylsilyl)-ethenyl]dialkylborane 3 and [1-(trimethylsilyl)ethenyl]dialkylborane 4. In the hydroboration with bulky dialkylboranes, derived from internal alkenes, the former predominates. Successive treatment of the mixture with methyllithium and benzenesulphenyl chloride exclusively affords highly pure (E)-2-alkyl-1-(trimethylsilyl)ethene 6 whose alkyl group migrates from the boron atom, while in the hydroboration with less bulky dialkylboranes, derived from terminal alkenes, the latter predominates. Successive treatment of the mixture with aq. NaOH and iodine exclusively affords highly pure 2-(trimethylsilyl)alk-1-ene 7 whose alkyl group migrates from the boron atom.

  DOI：

  10.1039/p19900003237
• 作为产物：
  描述：

  2-苯基-1-丙烯 、 儿萘酚硼烷 在 Ti(O(CH(CH₃)2)4 作用下， 以 四氢呋喃 为溶剂， 生成 、 bis-(2-phenylpropyl)borane 、 PhC(Me)HCH2Bcat
  参考文献：
  名称：

  On Titanium-Promoted Hydroborations of Alkenes by Borohydride and by Catecholborane

  摘要：

  Some literature reports of ''catalyzed'' hydroborations of alkenes by the borohydride anion and by catecholborane were investigated to probe the actual mode of hydroboration. Reactions involving both TiCl3 and Ti((OPr)-Pr-i)(4) seems to involve predominantly formation of BH3 in situ, although there is some evidence that the metal may be directly involved in a few cases. Ambiguity arises because it is shown that alkyl boronate esters can be formed by exchange between catecholborane and alkylboranes, so formation of these esters is not firm evidence of catalysis.

  DOI：

  10.1021/om00021a038

文献信息

• Hoshi, Masayuki; Masuda, Yuzuru; Arase, Akira, Chemistry Letters, 1991, # 2, p. 251 - 254
  作者：Hoshi, Masayuki、Masuda, Yuzuru、Arase, Akira

  DOI：——

  日期：——
• HOSHI, MASAYUKI;MASUDA, YUZURU;ARASE, AKIRA, CHEM. LETT.,(1991) N, C. 251-254
  作者：HOSHI, MASAYUKI、MASUDA, YUZURU、ARASE, AKIRA

  DOI：——

  日期：——