辛-3,5-二烯-2-醇 | 69668-82-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 辛-3,5-二烯-2-醇
• 英文名称: 3,5-octadiene-2-ol
• 英文别名: 3,5-octadien-2-ol；Octa-3,5-dien-2-OL
• CAS: 69668-82-2
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: RQQKJGCMOJSSOV-UHFFFAOYSA-N

物化性质

• 沸点：
  191.0±9.0 °C(Predicted)
• 密度：
  0.866±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  反-2-辛烯 在 [WO3(2,2′-bipyridine)]*nH2O 、 双氧水 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 2-甲基-3-戊基环氧乙烷 、 1-(3-丁基-2-环氧乙烷基)乙酮 、 (E)-2-octen-4-one 、 3-辛烯-2-酮 、 2,3-辛二醇 、 辛-3,5-二烯-2-醇
  参考文献：
  名称：

  Crystal Structure and Catalytic Behavior in Olefin Epoxidation of a One-Dimensional Tungsten Oxide/Bipyridine Hybrid

  摘要：

  The tungsten oxide/2,2'-bipyridine hybrid material [WO3(2,2'-bpy)]center dot nH(2)O (n = 1-2) (1) has been prepared in near quantitative yield by the reaction of H2WO4, 2,2'-bpy, and H2O in the mole ratio of ca. 1:2:700 at 160 degrees C for 98 h in a rotating Teflon-lined digestion bomb. The solid-state structure of 1 was solved and refined through Rietveld analysis of high-resolution synchrotron X-ray diffraction data collected for the microcrystalline powder. The material, crystallizing in the orthorhombic space group Iba2, is composed of a one-dimensional organic-inorganic hybrid polymer, (1)(infinity)[WO3(2,2'-bpy)], topologically identical to that found in the previously reported anhydrous phases [MO3(2,2'-bpy)] (M = Mo, W). While in the latter the N,N'-chelated 2,2'-bpy ligands of adjacent corner-shared {MO4N2} octahedra are positioned on the same side of the 1D chain, in 1 the 2,2'-bpy ligands alternate above and below the chain. The catalytic behavior of compound 1 for the epoxidation of cis-cyclooctene was compared with that for several other tungsten- or molybdenum-based (pre)catalysts, including the hybrid polymer [MoO3(2,2'-bpy)]. While the latter exhibits superior performance when tert-butyl hydropercndde (TBHP) is used as the oxidant, compound 1 is superior when aqueous hydrogen peroxide is used, allowing near-quantitative conversion of the olefin to the epoxide. With H2O2, compounds 1 and [MoO3(2,2'-bpy)] act as sources of soluble active species, namely, the oxodiperoxo complex [MO(O-2)(2)(2,2'-bpy)], which is formed in situ. Compounds 1 and [WO(O-2)(2)(2,2'-bpy)] (2) were further tested in the epoxidation of cydododecene, trans-2-octene, 1-octene, (R)-limonene, and styrene. The structure of 2 was determined by single-crystal X-ray diffraction and found to be isotypical with the molybdenum analogue.

  DOI：

  10.1021/acs.inorgchem.5b00928

文献信息

• Crystal Structure and Catalytic Behavior in Olefin Epoxidation of a One-Dimensional Tungsten Oxide/Bipyridine Hybrid
  作者：Tatiana R. Amarante、Margarida M. Antunes、Anabela A. Valente、Filipe A. Almeida Paz、Martyn Pillinger、Isabel S. Gonçalves

  DOI：10.1021/acs.inorgchem.5b00928

  日期：2015.10.19

  The tungsten oxide/2,2'-bipyridine hybrid material [WO3(2,2'-bpy)]center dot nH(2)O (n = 1-2) (1) has been prepared in near quantitative yield by the reaction of H2WO4, 2,2'-bpy, and H2O in the mole ratio of ca. 1:2:700 at 160 degrees C for 98 h in a rotating Teflon-lined digestion bomb. The solid-state structure of 1 was solved and refined through Rietveld analysis of high-resolution synchrotron X-ray diffraction data collected for the microcrystalline powder. The material, crystallizing in the orthorhombic space group Iba2, is composed of a one-dimensional organic-inorganic hybrid polymer, (1)(infinity)[WO3(2,2'-bpy)], topologically identical to that found in the previously reported anhydrous phases [MO3(2,2'-bpy)] (M = Mo, W). While in the latter the N,N'-chelated 2,2'-bpy ligands of adjacent corner-shared MO4N2} octahedra are positioned on the same side of the 1D chain, in 1 the 2,2'-bpy ligands alternate above and below the chain. The catalytic behavior of compound 1 for the epoxidation of cis-cyclooctene was compared with that for several other tungsten- or molybdenum-based (pre)catalysts, including the hybrid polymer [MoO3(2,2'-bpy)]. While the latter exhibits superior performance when tert-butyl hydropercndde (TBHP) is used as the oxidant, compound 1 is superior when aqueous hydrogen peroxide is used, allowing near-quantitative conversion of the olefin to the epoxide. With H2O2, compounds 1 and [MoO3(2,2'-bpy)] act as sources of soluble active species, namely, the oxodiperoxo complex [MO(O-2)(2)(2,2'-bpy)], which is formed in situ. Compounds 1 and [WO(O-2)(2)(2,2'-bpy)] (2) were further tested in the epoxidation of cydododecene, trans-2-octene, 1-octene, (R)-limonene, and styrene. The structure of 2 was determined by single-crystal X-ray diffraction and found to be isotypical with the molybdenum analogue.