2-(cyclohexyloxy)-1-phenylethanol | 42911-41-1

• 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: 2-(cyclohexyloxy)-1-phenylethanol
• 英文别名: 2-Cyclohexyloxy-1-phenylethanol
• CAS: 42911-41-1
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: ADDBWKVHPMQPPR-UHFFFAOYSA-N

物化性质

• 沸点：
  190-221 °C(Press: 10 Torr)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 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

• 作为反应物：
  描述：

  2-(cyclohexyloxy)-1-phenylethanol 以65%的产率得到
  参考文献：
  名称：

  BRABAND, JURGEN;KRAUS, WALTRAUD;RICHTER, GERHARD

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴苯乙酮 在 sodium tetrahydroborate 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 20.0~130.0 ℃ 、1.0 MPa 条件下， 反应 192.5h， 生成 2-(cyclohexyloxy)-1-phenylethanol 、 1-环己基乙醇
  参考文献：
  名称：

  Highly efficient, NiAu-catalyzed hydrogenolysis of lignin into phenolic chemicals

  摘要：

  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。

  DOI：

  10.1039/c3gc42589d

文献信息

• Zirconium triflate grafted on SBA-15 as a highly efficient solid acid catalyst for ring opening of epoxides by amines and alcohols
  作者：Kamlesh N. Tayade、Lianyue Wang、Sensen Shang、Wen Dai、Manish Mishra、Shuang Gao

  DOI：10.1016/s1872-2067(17)62794-3

  日期：2017.4

  in-situ pyridine FT-IR spectroscopy, and elemental analysis. ZrTf/S was found to be a highly efficient and reusable solid acid catalyst for ring opening of epoxides with amines and alcohols and produced β-amino alcohols and β-alkoxy alcohols respectively under ambient reaction conditions. The ZrTf/S catalyst showed the highest activity, which was attributed to its high acidity compared with that of

  摘要 通过简单的一锅两步合成方法合成了金属 (Al, Ti, Zr) 三氟甲磺酸盐接枝的介孔 SBA-15 (AlTf/S, TiTf/S, ZrTf/S) 样品作为廉价的固体酸材料。通过 X 射线衍射、N2 吸附、热重分析、傅里叶变换红外光谱 (FT-IR)、原位吡啶 FT-IR 光谱和元素分析对这些材料进行了表征。ZrTf/S 被发现是一种高效且可重复使用的固体酸催化剂，用于环氧化物与胺和醇的开环，并在环境反应条件下分别制备 β-氨基醇和 β-烷氧基醇。与含钛和铝的样品相比，ZrTf/S 催化剂表现出最高的活性，这归因于其高酸性。
• Well-defined epoxide-containing styrenic polymers and their functionalization with alcohols
  作者：David C. McLeod、Nicolay V. Tsarevsky

  DOI：10.1002/pola.27952

  日期：2016.4.15

  phenyloxirane and glycidyl butyrate as low molecular weight model compounds, it was determined that the acid‐catalyzed ring‐opening of aryl‐substituted epoxides by alcohols to form β‐hydroxy ether products was significantly more efficient than that of alkyl‐substituted epoxides. An aryl epoxide‐type styrenic monomer, 4‐vinylphenyloxirane (4VPO), was synthesized in high yield using an improved procedure and then

  包含亲电部分的聚合物，例如活化的酯，环氧化物和卤代烷，可以很容易地用各种亲核试剂进行改性，以生产有用的功能材料。用胺和其他强亲核试剂对含环氧化物的聚合物进行改性的文献充分记载，但尚无关于用醇对此类聚合物进行改性的报道。使用苯基环氧乙烷和丁酸缩水甘油酯作为低分子量模型化合物，可以确定，醇对酸取代的芳基取代的环氧化物形成β-羟基醚产物的开环反应比烷基取代的环氧化物更有效。芳基环氧型苯乙烯单体4-乙烯基苯基环氧乙烷（4VPO）使用改进的方法以高收率合成了该化合物，然后在可逆的加成-断裂链转移（RAFT）聚合条件下以受控方式进行了聚合。苯乙烯的成功扩链证明了基于poly4VPO的大链转移剂具有很高的链端官能度。Poly4VPO用一种醇和酚的库进行了修饰，其中一些包含反应性官能团，例如叠氮化物，炔烃，烯丙基等，使用任意一种CBr4（在90°C的PhCN中放置2至3天）或BF 3（在环境温度30分钟以上的CH
• Influence of Hydrogen Bond Donating Sites in UiO‐66 Metal‐Organic Framework for Highly Regioselective Methanolysis of Epoxides
  作者：Aniruddha Das、Nagaraj Anbu、Mostakim Sk、Amarajothi Dhakshinamoorthy、Shyam Biswas

  DOI：10.1002/cctc.201902219

  日期：2020.3.19

  organocatalyst for the ring‐opening of epoxide by methanol. The catalytic performance of 1 and 1′ was studied in the methanolysis of styrene oxide as a model substrate and the activity of 1′ was also examined with various alcohols. Under the optimized reaction conditions, the catalytic performance of 1′ reached 96 % conversion of styrene oxide to its corresponding product with 98 % regioselectivity

  基于Zr（IV）的UiO-66金属有机骨架（MOF）（命名为1）是通过溶剂热法使用1-（氨基甲基）萘-2-醇附加的对苯二甲酸酯连接基和Zr（IV）盐合成的，随后进行了表征。此外，研究了合成的MOF的活化形式（命名为1'）的潜在效率，该有机化合物作为甲醇使环氧化物开环的有机催化剂。在苯乙烯氧化物作为模型底物的甲醇分解中研究了1和1'的催化性能，并用各种醇检查了1'的活性。在优化的反应条件下，1'的催化性能达到96％的氧化苯乙烯转化为其相应的产品，区域选择性为98％。通过在苯乙烯氧化物的甲醇分解中循环多达四次运行，证明了催化剂的可重复使用性和稳定性。源自金属节点的路易斯酸度和连接子中的氢键供体（HBD）位点均匀分布在整个框架中，因此在环氧化物的活化中起着至关重要的作用，易于接近。
• Mesoporous carbon as an efficient catalyst for alcoholysis and aminolysis of epoxides
  作者：Inês Matos、Paulo Duarte Neves、José Eduardo Castanheiro、Elena Perez-Mayoral、Rosa Martin-Aranda、Carlos Duran-Valle、Joaquim Vital、Ana M. Botelho do Rego、Isabel M. Fonseca

  DOI：10.1016/j.apcata.2012.06.036

  日期：2012.10

  The ring opening reaction of epoxides by alcohols and amines using mesoporous activated carbon as efficient and environmentally friendly heterogeneous catalyst is reported. Carbon xerogels were synthesized by polymerization of resorcinol and formaldehyde. The surface of the activated carbon was oxidized in liquid phase with HNO3 and then functionalized with H2SO4. Chemical and textural characterization

  据报道，使用介孔活性炭作为高效和环境友好的非均相催化剂，醇类和胺类环氧化物的开环反应。碳干凝胶是通过间苯二酚和甲醛的聚合而合成的。活性炭的表面在液相中被HNO 3氧化，然后被H 2 SO 4官能化。 通过元素分析，pH PZC，TPD，BET和XPS进行化学和结构表征表明，液相氧化可有效地在碳表面引入强酸基团。如所预期的，用H 2 SO 4官能化导致更多的酸官能团。在醇解和环氧化物的氨解中测试了活性炭，均获得了超过95％的优异转化和选择性结果。
• 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.