1-methylheptyl (+/-)-sec-phenylethyl ether | 130746-45-1

• 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: 1-methylheptyl (+/-)-sec-phenylethyl ether
• 英文别名: 2-octyl 1-phenylethyl ether；2-Octyl-α-phenylethylether；1-octan-2-yloxyethylbenzene
• CAS: 130746-45-1
• 化学式: C₁₆H₂₆O
• 分子量: 234.382
• InChiKey: LTFBWXWALFZFNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  17.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1,1'-(氧基二乙亚基)二-苯 在 tungsten-titanium mixed metal oxide catalyst 作用下， 反应 7.0h， 生成 1-methylheptyl (+/-)-sec-phenylethyl ether
  参考文献：
  名称：

  W-Ti-O混合金属氧化物催化醇脱水交醚化

  摘要：

  在水热合成的钨钛混合金属氧化物 (W-Ti-O) 催化剂存在下，实现了两种不同醇的脱水交叉醚化反应。该反应对环境无害：不需要有机溶剂，催化剂易于回收和重复使用。

  DOI：

  10.1246/cl.171202

文献信息

• Palladium-Catalyzed SN1 Reactions of Secondary Benzylic Alcohols: Etherification, Amination, and Thioetherification
  作者：Kimberly J. Miller、Mahdi M. Abu-Omar

  DOI：10.1002/ejoc.200390185

  日期：2003.3

  The reaction of various secondary benzylic alcohols in the presence of PdII catalysts provides ethers in good to high yields. Unsymmetric ethers could also be obtained with good selectivity by coupling two different alcohols. Direct amination is observed with electron-deficient anilines, and thioethers are prepared conveniently in high yields by the direct action of thiols on sec-phenylethyl alcohol

  各种仲苄醇在 PdII 催化剂存在下的反应以良好到高产率提供醚。不对称醚也可以通过偶联两种不同的醇以良好的选择性获得。用缺电子苯胺观察到直接胺化，硫醚通过硫醇对仲苯乙醇的直接作用以高产率方便地制备。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• BiBr 3 -Catalyzed benzylation of alcohols. Stereochemistry and mechanistic investigations
  作者：El Mehdi Keramane、Bernard Boyer、Jean-Pierre Roque

  DOI：10.1016/s0040-4020(01)00014-x

  日期：2001.3

  We have investigated the benzylation of optically active aliphatic alcohols (octan-2-ol and butan-2-ol) as well as cis and trans 2-methylcyclohexanol or (S)-(-)-menthol, catalyzed by bismuth (III) bromide in the presence of(-) or (+/-)-1-phenylethanol (PeOH). Under mild conditions, aliphatic alcohols provided an equimolar mixture of diastereomeric ethers while alicyclic alcohols gave rise to ethers with retention of configuration. To explain these results, we assumed that BiBr3, acting as Lewis acid, would lead to the formation of a 6-fold coordinated bismuth intermediate involving two molecules of 1-phenylethanol and one molecule of aliphatic alcohol. We have proposed a mechanism to explain these BiBr3-promoted etherification reactions. (C) 2001 Elsevier Science Ltd. All rights reserved.
• OKUDA, YOSHIHIRO;YOSHIHARA, MASAKUNI;MAESHIMA, TOSHIHISA;FUJII, MASAYUKI;+, YUKAGAKU, 38,(1989) N, S. 153-156
  作者：OKUDA, YOSHIHIRO、YOSHIHARA, MASAKUNI、MAESHIMA, TOSHIHISA、FUJII, MASAYUKI、+

  DOI：——

  日期：——