1-cyclohexyl-2-phenoxyethanol | 42911-40-0

• 英文名称: 1-cyclohexyl-2-phenoxyethanol
• 英文别名: 1-cyclohexyl-2-phenoxyethan-1-ol
• CAS: 42911-40-0
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: PROBJGZWEIEQEG-UHFFFAOYSA-N

物化性质

• 沸点：
  348.3±15.0 °C(Predicted)
• 密度：
  1.059±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-cyclohexyl-2-phenoxy-ethanone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 1-cyclohexyl-2-phenoxyethanol
  参考文献：
  名称：

  螺硼酸酯催化硼烷还原 2-卤代酮制备手性环氧化物：在光学纯 1,2-羟基醚和 1,2-叠氮醇合成中的应用

  摘要：

  描述了以 10% 螺氨基硼酸酯1作为催化剂，对映选择性硼烷介导的多种 2-卤代酮的还原反应。通过 2-卤代醇的简单基础处理，可以高产率和优异的对映体纯度（高达 99% ee）获得光学活性环氧化物。在不同的反应条件下研究了环氧乙烷与酚盐或叠氮化钠的开环，得到具有优异对映选择性 (99% ee) 和良好至高化学收率的非外消旋 1,2-羟基醚和 1,2-叠氮醇。

  DOI：

  10.1021/jo102294j

文献信息

• Coupling Reaction between Aldehydes and Non-Activated Hydrocarbons via the Reductive Radical-Polar Crossover Pathway
  作者：Kenzo Yahata、Shu Sakurai、Shuhei Hori、Shin Yoshioka、Yuki Kaneko、Kai Hasegawa、Shuji Akai

  DOI：10.1021/acs.orglett.0c00096

  日期：2020.2.7

  Herein, we describe the generation of an organochromium-type carbanion species from a non-activated C-H bond and its nucleophilic addition to aldehydes. The catalytic carbanion generation occurred through formal deprotonation of a non-activated C-H bond under mild conditions and did not need the prefunctionalization or anion stabilizing group. Carbon radical intermediates generated by decatungstate

  在本文中，我们描述了由未活化的CH键生成有机铬型碳负离子及其对醛的亲核加成反应。催化碳负离子的产生通过温和条件下未活化的CH键的正式去质子化而发生，不需要预官能化或阴离子稳定基团。铬酸盐通过还原自由基-极性交叉反应捕获由去阳离子钨酸盐光催化剂介导的氢提取产生的碳自由基中间体，从而生成有机铬碳负离子。
• Highly efficient, NiAu-catalyzed hydrogenolysis of lignin into phenolic chemicals
  作者：Jiaguang Zhang、Hiroyuki Asakura、Jeaphianne van Rijn、Jun Yang、Paul Duchesne、Bin Zhang、Xi Chen、Peng Zhang、Mark Saeys、Ning Yan

  DOI：10.1039/c3gc42589d

  日期：——

  A highly efficient, stable NiAu catalyst that exhibits unprecedented low temperature activity in lignin hydrogenolysis was for the first time developed, leading to the formation of 14 wt% aromatic monomers from organosolv lignin at 170 °C in pure water.

  首次开发了一种高效稳定的NiAu催化剂，在木质素氢解反应中表现出前所未有的低温活性，导致在纯水中以170°C的温度从有机溶剂木质素中形成14 wt%的芳香单体。
• A Series of NiM (M = Ru, Rh, and Pd) Bimetallic Catalysts for Effective Lignin Hydrogenolysis in Water
  作者：Jiaguang Zhang、Jason Teo、Xi Chen、Hiroyuki Asakura、Tsunehiro Tanaka、Kentaro Teramura、Ning Yan

  DOI：10.1021/cs401199f

  日期：2014.5.2

  In this paper, NiRu, NiRh, and NiPd catalysts were synthesized and evaluated in the hydrogenolysis of lignin C O bonds, which is proved to be superior over single-component catalysts. The optimized NiRu catalyst contains 85% Ni and 15% Ru, composed of Ni surface-enriched, Ru Ni atomically mixed, ultrasmall nanoparticles. The Ni85Ru15 catalyst showed high activity under low temperature (100 degrees C), low H-2 pressure (1 bar) in beta-O-4 type C-Obond hydrogenolysis. It also exhibited significantly higher activity over Ni and Ru catalysts in the direct conversion of lignin into monomeric aromatic chemicals. Mechanistic investigation indicates that the synergistic effect of NiRu can be attributed to three factors: (1) increased fraction of surface atoms (compared with Ni), (2) enhanced H-2 and substrate activation (compared with Ni), and (3) inhibited benzene ring hydrogenation (compared with Ru). Similarly, NiRh and NiPd catalysts were more active and selective than their singlecomponent counterparts in the hydrogenolysis of lignin model compounds and real lignin.