2-(2-methoxyphenyl)-2-phenylethanol | 84174-33-4

• 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-(2-methoxyphenyl)-2-phenylethanol
• 英文别名: 2-(2-methoxy-phenyl)-2-phenyl-ethanol；β-Phenyl-β-(2-methoxy-phenyl)-aethylalkohol；2-(2-Methoxy-phenyl)-2-phenyl-aethanol
• CAS: 84174-33-4
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: GPJRTCBKPJCJLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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-(2-methoxyphenyl)-2-phenylethanol 在 溴化氢 作用下， 生成 2-苯基-2,3-二氢-1-苯并呋喃
  参考文献：
  名称：

  Stoermer; Frick, Chemische Berichte, 1924, vol. 57, p. 27

  摘要：

  DOI：
• 作为产物：
  描述：

  (2-甲氧基-苯基)-苯基-乙醛 在 乙醚 、 aluminium amalgam 作用下， 生成 2-(2-methoxyphenyl)-2-phenylethanol
  参考文献：
  名称：

  Stoermer; Frick, Chemische Berichte, 1924, vol. 57, p. 28

  摘要：

  DOI：

文献信息

• Molybdenum-Catalyzed Aromatic Substitution with Olefins and Alcohols
  作者：Isao Shimizu、Kuok Meng Khien、Miki Nagatomo、Takayuki Nakajima、Akio Yamamoto

  DOI：10.1246/cl.1997.851

  日期：1997.9

  A new type of electrophilic aromatic substitution without using organic halides has been realized by using Mo(CO)6 catalyst.

  使用Mo(CO)6催化剂实现了一种新型无机卤化物的电芳香取代反应。
• 1,2-Diarylethanols by Alternative Regioselective Reductive Ring-Opening of 2,3-Diaryloxiranes
  作者：Nadia Di Blasio、Maria Teresa Lopardo、Paolo Lupattelli

  DOI：10.1002/ejoc.200800992

  日期：2009.2

  Non-symmetrical trans-2,3-diaryloxiranes have been regioselectively opened by catalytic hydrogenation over Pd/C, NaBH4/Pd and [Cp2TiCl]/H2O. Although in the catalytic hydrogenation reactions the epoxides were mainly opened at the β-carbon with respect to the substituted aryl ring in all cases, with the [Cp2TiCl]/H2O system the regioselectivity was affected by the electronic properties of the aryl residues

  非对称反式-2,3-二芳基环氧乙烷通过在 Pd/C、NaBH4/Pd 和 [Cp2TiCl]/H2O 上的催化氢化而被区域选择性地打开。尽管在催化加氢反应中，环氧化物主要在取代芳环的 β-碳处开环，但在 [Cp2TiCl]/H2O 体系中，区域选择性受芳基残基电子性质的影响，环氧化物在带有最多电子释放或最少吸电子基团的碳上打开。使用 NaBH4/Pd 系统，根据取代基获得不同的区域异构体。从对映体富集的环氧化物开始，在形成的醇中没有观察到光学纯度的损失。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Tetraphenylphosphonium Tetrafluoroborate/1,1,1,3,3,3-Hexafluoroisopropanol (Ph₄PBF₄/HFIP) Effecting Epoxide-Initiated Cation–Olefin Polycyclizations
  作者：Yan Tian、Xin Xu、Lin Zhang、Jin Qu

  DOI：10.1021/acs.orglett.5b03438

  日期：2016.1.15

  The use of an excess amount of tetraphenylphosphonium tetrafluoroborate in 1,1,1,3,3,3-hexafluoroisopropanol, which can stabilize the intermediate cation in the reaction, efficiently promoted epoxide-initiated cation–olefin polycyclization reactions with broad functional group tolerance and water and oxygen tolerance.

  在1,1,1,3,3,3-六氟异丙醇中使用过量的四氟硼酸四苯基phosph可以稳定反应中的中间阳离子，有效地促进了环氧基引发的阳离子-烯烃多环化反应，具有宽泛的官能团耐受性和耐水和氧气。
• Regioselective ring-opening of epoxides with ortho-lithioanisoles catalyzed by BF3·OEt2
  作者：Erkan Ertürk、Mustafa A. Tezeren、Taner Atalar、Tahir Tilki

  DOI：10.1016/j.tet.2012.05.116

  日期：2012.8

  It is presented that a number of o-2-hydroxyalkylanisoles could be efficiently synthesized through the regioselective ring-opening reaction of epoxides with o-lithioanisoles in the presence of BF3 center dot OEt2 Lewis-acid catalyst. Sterically demanding o-lithioanisoles had to be generated by exploiting the combination of (BuLi)-Bu-n and a catalytic amount of TMEDA (0.20 equiv) in Et2O as the lithiator whereas 'normal' anisole could be lithiated at ortho-position by treatment with (BuLi)-Bu-n in THE as usual. Surprisingly, the availability of THE and a catalytic amount of TMEDA (0.20 equiv) in the reaction mixture was found to enhance the reaction yields dramatically. A complex aggregate formation by the co-operative ligation of THF and TMEDA to ortho-lithioanisole(s) was proposed to rationalize the high reactivity achieved in the ring-opening reaction of epoxides. (C) 2012 Elsevier Ltd. All rights reserved.
• Tomioka, Hideo; Nakanishi, Keisaku; Izawa, Yasuji, Journal of the Chemical Society. Perkin transactions I, 1991, # 2, p. 465 - 470
  作者：Tomioka, Hideo、Nakanishi, Keisaku、Izawa, Yasuji

  DOI：——

  日期：——