Cyclohexanol, 2-(2-butenyloxy)- | 676164-78-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Cyclohexanol, 2-(2-butenyloxy)-
• 英文别名: 2-but-2-enoxycyclohexan-1-ol
• CAS: 676164-78-6
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: UQICXPFBSGWDQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Cyclohexanol, 2-(2-butenyloxy)- 在 草酰氯 、 二甲基亚砜 作用下， 以 环己烷 为溶剂， 生成
  参考文献：
  名称：

  Diastereo- and Enantioselective Synthesis of Polyfunctional Cyclic Ketones with Neighboring Quaternary and Tertiary Stereogenic Centers via [2,3]-Wittig Rearrangement

  摘要：

  介绍了通过 SAEP-hydrazones 2 的不对称 [2,3]-Wittig 重排，非对映地和对映体选择性地合成具有邻近四元和三元立体中心的δ²-取代δ³,δ-不饱和环状δ-羟基酮 4 的方法，该方法具有良好的总收率（58-74%）、高反选择性（92-94%）和优异的对映体过量（ee ≥ 96%）。通过对腙 3b 的 X 射线结构分析和 1H NMR NOE 测量确定了其绝对构型。

  DOI：

  10.1055/s-1996-4412
• 作为产物：
  描述：

  巴豆醇 、 氧化环己烯 在 molybdenum incorporated SBA-15 mesoporous silica 作用下， 反应 0.5h， 生成 Cyclohexanol, 2-(2-butenyloxy)-
  参考文献：
  名称：

  Enhanced metal loading in SBA-15-type catalysts facilitated by salt addition: Synthesis, characterization and catalytic epoxide alcoholysis activity of molybdenum incorporated porous silica

  摘要：

  We report a novel method to increase the metal loading in SBA-15 silica matrix via direct synthesis. It was demonstrated through the synthesis and characterization of a series of molybdenum containing SBA-15 mesoporous silica catalysts prepared with and without diammonium hydrogen phosphate (DHP) as an additive. Catalysts prepared with DHP show a 2-3 times increase in incorporation of molybdenum in the silica matrix and pore size enlargement. The synthesized catalysts were characterized using nitrogen sorption, X-ray diffraction (XRD), Raman spectroscopy, scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS) and inductively coupled plasma-optical emission spectroscopy (ICP-OES). The catalytic activity of catalysts prepared with DHP for alcoholysis of epoxides was superior than the catalyst prepared without DHP. Alcoholysis of epoxides was demonstrated for a range of alcohols and epoxides under ambient conditions in as little as 30 min with high selectivity. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2014.01.055

文献信息

• Enhanced metal loading in SBA-15-type catalysts facilitated by salt addition: Synthesis, characterization and catalytic epoxide alcoholysis activity of molybdenum incorporated porous silica
  作者：Sridhar Budhi、Chorthip Peeraphatdit、Svitlana Pylypenko、Vy H.T. Nguyen、Emily A. Smith、Brian G. Trewyn

  DOI：10.1016/j.apcata.2014.01.055

  日期：2014.4

  We report a novel method to increase the metal loading in SBA-15 silica matrix via direct synthesis. It was demonstrated through the synthesis and characterization of a series of molybdenum containing SBA-15 mesoporous silica catalysts prepared with and without diammonium hydrogen phosphate (DHP) as an additive. Catalysts prepared with DHP show a 2-3 times increase in incorporation of molybdenum in the silica matrix and pore size enlargement. The synthesized catalysts were characterized using nitrogen sorption, X-ray diffraction (XRD), Raman spectroscopy, scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS) and inductively coupled plasma-optical emission spectroscopy (ICP-OES). The catalytic activity of catalysts prepared with DHP for alcoholysis of epoxides was superior than the catalyst prepared without DHP. Alcoholysis of epoxides was demonstrated for a range of alcohols and epoxides under ambient conditions in as little as 30 min with high selectivity. (C) 2014 Elsevier B.V. All rights reserved.
• Diastereo- and Enantioselective Synthesis of Polyfunctional Cyclic Ketones with Neighboring Quaternary and Tertiary Stereogenic Centers via [2,3]-Wittig Rearrangement
  作者：Dieter Enders、Michael Bartsch、Dirk Backhaus、Jan Runsink、Gerhard Raabe

  DOI：10.1055/s-1996-4412

  日期：1996.12

  The diastereo- and enantioselective synthesis of β-substituted γ,δ-unsaturated cyclic α-hydroxy ketones 4 with neighboring quarternary and tertiary stereogenic centers via asymmetric [2,3]-Wittig rearrangement of SAEP-hydrazones 2 with good overall yields (58-74%), high anti-selectivities (92-94%) and excellent enantiomeric excesses (ee ≥ 96%) is described. The absolute configuration is determined by X-ray structure analysis of the hydrazone 3b and by 1H NMR NOE measurements.

  介绍了通过 SAEP-hydrazones 2 的不对称 [2,3]-Wittig 重排，非对映地和对映体选择性地合成具有邻近四元和三元立体中心的δ²-取代δ³,δ-不饱和环状δ-羟基酮 4 的方法，该方法具有良好的总收率（58-74%）、高反选择性（92-94%）和优异的对映体过量（ee ≥ 96%）。通过对腙 3b 的 X 射线结构分析和 1H NMR NOE 测量确定了其绝对构型。