pentyl 1-phenylethyl ether | 92100-98-6

• 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: pentyl 1-phenylethyl ether
• 英文别名: n-pentyl 1-phenylethyl ether；1-phenylethyl 1-pentyl ether；1-Phenyl-ethylalkohol-pentylether；1-pentyloxyethylbenzene；1-Phenylethanol, n-pentyl ether；1-pentoxyethylbenzene
• CAS: 92100-98-6
• 化学式: C₁₃H₂₀O
• 分子量: 192.301
• InChiKey: GGYVMZXOSHZKEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯乙烯 、 戊醇 在 iron(III) chloride 、 对甲苯磺酸 作用下， 以 氯苯 为溶剂， 反应 24.0h， 以75%的产率得到pentyl 1-phenylethyl ether
  参考文献：
  名称：

  Catalytic hydroalkoxylation of alkenes by iron(III) catalyst

  摘要：

  Catalytic hydroalkoxylation of alkenes by iron(III) chloride in the presence of toluenesulfonic acid (TsOH) was developed in moderate to good yields up to 91%. Intramolecular cyclization of 5-hydroxyl pentene afforded 2-methyltetrahedronfuran in 63% yield. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.036

文献信息

• Selective Catalytic Synthesis of Unsymmetrical Ethers from the Dehydrative Etherification of Two Different Alcohols
  作者：Junghwa Kim、Dong-Hwan Lee、Nishantha Kalutharage、Chae S. Yi

  DOI：10.1021/cs5012537

  日期：2014.11.7

  The cationic ruthenium–hydride complex [(C6H6)(PCy3)(CO)RuH]+BF4– catalyzes selective etherification of two different alcohols to form unsymmetrically substituted ethers. The catalytic method exhibits a broad substrate scope while tolerating a range of heteroatom functional groups in forming unsymmetrical ethers, and it is successfully used to directly synthesize a number of highly functionalized chiral

  阳离子钌-氢化物配合物[（C 6 H ^ 6）（PCY 3）（CO）期RuH] + BF 4 -催化两个不同的醇的醚化的选择性，以形成不对称取代的醚。该催化方法在形成不对称醚时可容忍一定范围的杂原子官能团，因此具有广阔的底物范围，并且已成功用于直接合成许多高度官能化的手性非外消旋醚。
• Ether synthesis using trifluoromethanesulfonic anhydride or triflates under mild reaction conditions
  作者：Tomihiro Nishiyama、Hideaki Kameyama、Hideki Maekawa、Kouhei Watanuki

  DOI：10.1139/v99-018

  日期：1999.2.1

  Reactions of magnesium alkoxides with trifluoromethanesulfonic anhydride or triflates gave corresponding symmetrical or unsymmetrical ethers in moderate to good yields under mild reaction conditions. The scope and limitations of the reaction are discussed.Key words: ethers, trifluoromethanesulfonic anhydride, triflates, magnesium alkoxides.

  醇镁与三氟甲磺酸酐或三氟甲磺酸盐的反应在温和的反应条件下以中等至良好的产率得到相应的对称或不对称醚。讨论了反应的范围和局限性。关键词：醚类，三氟甲磺酸酐，三氟甲磺酸盐，醇镁。
• Organohalide-catalyzed dehydrative O-alkylation between alcohols: a facile etherification method for aliphatic ether synthesis
  作者：Qing Xu、Huamei Xie、Pingliang Chen、Lei Yu、Jianhui Chen、Xingen Hu

  DOI：10.1039/c5gc00284b

  日期：——

  Organohalides effectively catalyzed dehydrative O-alkylation reactions between alcohols, providing selective, practical, green, and easily scalable homo- and cross-etherification methods for the preparation of useful symmetrical and unsymmetrical aliphatic ethers.

  有机卤化物有效地催化了醇之间的脱水O-烷基化反应，为制备有用的对称和不对称脂族醚提供了选择性，实用，绿色，易于扩展的均和交叉醚化方法。
• Boyer's Reaction and Transetherification: Mechanism and New Perspectives
  作者：Caterina Fraschetti、Maurizio Speranza、Laura Guarcini、Graziella Roselli、Antonello Filippi

  DOI：10.1002/chir.22581

  日期：2016.4

  Boyer's reaction were analyzed using several simple, chiral, alcoholic substrates, a variable amount of BiBr3 and different solvents. Basic solvents inhibit the reaction, while cyclohexane works very well; thus, it was our choice for the present study. In contrast to previous works, BiBr3 behaves as a true catalyst, being not consumed during the reaction. Although poisoning of the catalyst occurs to some

  使用几种简单的手性醇底物，不同量的BiBr 3和不同的溶剂分析了Boyer反应的进程和立体化学。碱性溶剂会抑制反应，而环己烷的效果非常好；因此，这是我们当前研究的选择。与以前的工作相反，BiBr 3表现为真正的催化剂，在反应过程中不被消耗。尽管催化剂中毒在一定程度上发生，但它并不影响反应产率（> 90％）。气相色谱/质谱（GC-MS）监测反应发现，例如，在存在酒精rac-1的情况下，异构醚4醚化为3。我们提出了一个适用于Boyer反应和跨醚化反应的统一机理模型，在该模型中，由BiBr 3的铋（III）与醇和醚的氧原子结合形成的n加合物中间体的电子性质对两者均起着关键作用。反应性和反应的立体化学结果。手性28：269–275，2016。©2016 Wiley Periodicals，Inc.
• Catalytic C-H Bond Activation
  申请人：Georgetown University

  公开号：US20150321982A1

  公开（公告）日：2015-11-12

  Disclosed is a method for the transition metal-mediated oxidation of C—H bonds to form C—O or C—S bonds. The methods are useful for the formation of ethers (R—OR′) from alcohols, R′OH, and sp 3 -hybridized C—H bonds in substrates, R—H. Aryl or heteroaryl acetates may also be used for C—H to C-OAr bond formation. The methods are also useful in the preparation of C—S bonds from acetyl-protected thiols, MeC(O)SR, and disulfides, RSSR. Advantageously, the methods minimize reaction steps, the handling of oxidized intermediates, and environmental impact.

  本发明公开了一种过渡金属介导的氧化C-H键形成C-O或C-S键的方法。该方法可用于从醇，R'OH和底物中的sp3杂化C-H键形成醚（R-OR'）。芳基或杂环基乙酸酯也可用于C-H到C-OAr键的形成。该方法还可用于从乙酰保护的硫醇，MeC（O）SR和二硫化物，RSSR中制备C-S键。该方法具有反应步骤少，处理氧化中间体少，对环境的影响小的优点。