3-benzyl-4-methylphenol | 41389-83-7

• 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: 3-benzyl-4-methylphenol
• CAS: 41389-83-7
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: CDMPKYXSYJDMAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-Benzyl-4-methyl-cyclohexa-2,5-dien-1-on 在 三氯化硼 作用下， 生成 3-benzyl-4-methylphenol
  参考文献：
  名称：

  使用三氯化硼对烯丙基芳基醚和烯丙基环己二酮进行重排

  摘要：

  没有强电子吸引性取代基的烯丙基芳基醚在低温下在0.7摩尔三氯化硼在氯苯中的低温下经历电荷诱导的[3 s，3 s]σ重排，在水解后得到相应的邻烯丙基苯酚（表1和2）。相对于约10 10的热克莱森重排，电荷感应引起反应速率的增加。用烯丙基3-甲氧基苯基醚的例外（5） ，米-取代的烯丙基芳基醚显示出类似的行为（相对于所述产物的混合物的组合物）到的是，在热重排观察到（表3）。烯丙基芳基醚在烷基中的重排o位置在三氯化硼泛黄时会生成o-和p-烯丙基苯酚的混合物，其中p-产物的存在要多于热重排对应的产物混合物中的p-产物（表4）。对于邻烷基化的α-甲基烯丙基芳基醚，这种“对位效应”尤其明显（表5）。

  DOI：

  10.1002/hlca.19730560103

文献信息

• Metal-Free C–O Bond Functionalization: Catalytic Intramolecular and Intermolecular Benzylation of Arenes
  作者：Luis Bering、Kirujan Jeyakumar、Andrey P. Antonchick

  DOI：10.1021/acs.orglett.8b01495

  日期：2018.7.6

  conditions enabled a catalytic and metal-free Friedel–Crafts alkylation reaction with benzylic alcohols, producing water as the stoichiometric byproduct. A comprehensive scope (>50 examples) for both approaches and application in drug synthesis were demonstrated. Mechanistic studies suggest a Lewis acid-based mechanism for the metal-free Friedel–Crafts reaction.

  描述了使用硝鎓盐作为催化剂的苄基苯基醚的无金属催化的分子内重排。优化的反应条件使苄基醇能够进行无金属催化的Friedel-Crafts烷基化反应，从而产生水作为化学计量副产物。展示了方法和在药物合成中的应用的综合范围（> 50个示例）。机理研究表明，路易斯酸基机理可用于无金属的Friedel-Crafts反应。
• Foaming antibacterial liquid formulation for cleaning kitchen surfaces
  申请人：Reckitt & Colman Inc.

  公开号：EP0651048A2

  公开（公告）日：1995-05-03

  Herein is disclosed a nonionic aqueous dishwashing liquid that has good foaming capability and antibacterial action. The liquid contains: a) 0.5 to 15 weight percent of a quaternary disinfecting compound; b) 0.5 to 20 weight percent of a C₁₂-C₁₃ alcohol ethoxylate nonionic surfactant; c) 0.5 to 20 weight percent of a C₁₃- C₁₅ alcohol ethoxylate nonionic surfactant; d) 0.55 to 20.0 weight percent lauryl dimethyl amine oxide nonionic surfactant; e) 1.5 to 20.0 weight percent cocoamidopropyl betaine nonionic surfactant; f) 0.5 to 20.0 weight percent cocodiethanol amide nonionic surfactant; g) 1.0 to 20.0 weight percent cocamidopropyl hydroxyl sultaine; and h) 0.2 to 2.0 weight percent disodium EDTA.

  本文公开了一种具有良好发泡能力和抗菌作用的非离子水基餐具洗涤液。该液体含有 a) 0.5 至 15 重量百分比的季铵盐消毒化合物； b) 0.5 至 20 重量百分比的 C₁₂-C₁₃ 醇乙氧基化物非离子表面活性剂； c) 0.5 至 20 重量百分比的 C₁₃- C₁₅ 醇聚氧乙烯醚非离子表面活性剂； d) 0.55-20.0 重量百分比的月桂基二甲基氧化胺非离子表面活性剂； e) 1.5 至 20.0 重量百分比的椰油酰胺丙基甜菜碱非离子表面活性剂； f) 0.5 至 20.0 重量百分比的椰油二乙醇酰胺非离子表面活性剂； g) 1.0 至 20.0 重量百分比的椰油酰胺丙基羟基苏坦；以及 h) 0.2 至 2.0 重量百分比的乙二胺四乙酸二钠。
• ANTITUMOR AGENT
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP0786252A1

  公开（公告）日：1997-07-30

  An anti-tumor agents against drug-resistant tumors, containing, as the active ingredient, a compound represented by the following formula, or its pharmaceutically-acceptable salt: wherein X is Cl or Br; R is NR1R2 (in which R1 and R2 independently represent hydrogen, or a linear or branched alkyl group with 1 to 4 carbon atoms), or in which R3 is -CH2- or N-CH3. The anti-tumor agent of the present invention exhibits an excellent anti-tumor activity against tumors resistant to clinical anticancer drugs, and is useful as an anti-tumor agent for drug-resistant tumors.

  一种针对抗药性肿瘤的抗肿瘤制剂，其活性成分含有下式所代表的化合物或其药学上可接受的盐： 其中 X 是 Cl 或 Br； R 是 NR1R2（其中 R1 和 R2 分别代表氢或 1 至 4 个碳原子的直链或支链烷基），或 其中 R3 是-CH2-或 N-CH3。 本发明的抗肿瘤剂对临床抗癌药物耐药的肿瘤具有很好的抗肿瘤活性，可用作耐药肿瘤的抗肿瘤剂。
• Tin exchanged heteropoly tungstate: An efficient catalyst for benzylation of arenes with benzyl alcohol
  作者：Ch. Ramesh Kumar、K.T. Venkateswara Rao、P.S. Sai Prasad、N. Lingaiah

  DOI：10.1016/j.molcata.2011.01.008

  日期：2011.3

  The partial exchange of tin with the protons of 12-tungstophosphoric acid (TPA) results in a highly active heterogeneous catalyst for benzylation of arenes with benzyl alcohol as benzylating agent. The catalysts were characterized by X-ray diffraction, Laser-Raman and FT-IR of pyridine adsorption. The catalytic activity depends significantly on the extent of tin exchanged with the protons of heteropoly tungstate. The characterization results suggest the presence of Lewis acidic sites by the exchange of tin. The catalyst with partial exchange of Sn showed high benzylation activity, which in turn related to variation in acidity of the catalysts. The catalyst is highly active for benzylation reaction irrespective of the nature of substituted arenes and benzyl alcohols. These catalysts are highly active compared to other acid catalysts used for benzylation of different arenes. The catalyst is easy to separate from reaction mixture and exhibit consistent activity upon reuse. The plausible reaction mechanism based on the role of both Lewis and Bronsted acid sites of the catalyst was discussed. (C) 2011 Elsevier B.V. All rights reserved.
• Molecular iodine-catalyzed benzylation of arenes with benzyl alcohols
  作者：Gaojun Sun、Zhiyong Wang

  DOI：10.1016/j.tetlet.2008.05.146

  日期：2008.8

  A novel molecular iodine-catalyzed benzylation of arenes with benzyl alcohols has been developed. The reaction can be carried out under mild conditions to afford a series of diarymethane derivatives in high yields and good regioselectivities. (C) 2008 Elsevier Ltd. All rights reserved.