1-butanol | 74718-03-9

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: 1-butanol
• CAS: 74718-03-9
• 化学式: C₄H₁₀O
• 分子量: 76.1234
• InChiKey: LRHPLDYGYMQRHN-RHRFEJLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.78
• 重原子数：
  5.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  四丁基锡 在 10-molybdo-2-vanadophosphoric acid 作用下， 以 乙腈 为溶剂， 70.0 ℃ 、100.0 kPa 条件下， 反应 7.0h， 以84%的产率得到1-butanol
  参考文献：
  名称：

  Polyoxometalate-Catalyzed Insertion of Oxygen from O₂ into Tin–Alkyl Bonds

  摘要：

  The polyoxometalate H5PV2Mo10O40 mediates the insertion of an oxygen atom from H5PV2Mo10O40 into the tin-carbon bond of n-Bu4Sn through its activation by electron transfer to yield 1-butanol and (n-Bu3Sn)(2)O. The reaction is initiated by electron transfer from n-Bu4Sn to (H5PV2Mo10O40)-Mo-V to yield the ion pair n-Bu4Sn center dot+-(H5PVVMo10O40)-V-IV-Mo-V. The (H5PVVMo10O40)-V-IV-Mo-V moiety was identified by UV-vis and EPR. DFT calculations show that n-Bu4Sn center dot+-(H5PVVMo10O40)-V-IV-Mo-V is relatively unstable and forms more stable Bu+ and Bu3Sn+ cations coordinated to the polyoxometalate, which were also identified by ESI-MS. Products are released at higher temperatures. In the presence of molecular oxygen as the terminal oxidant the reaction is catalytic.

  DOI：

  10.1021/ja409559h