1-甲氧基-4-[2,2,2-三氟-1-(4-甲氧基苯基)乙基]苯 | 384-97-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-甲氧基-4-[2,2,2-三氟-1-(4-甲氧基苯基)乙基]苯
• 英文名称: 1,1,1-trifluoro-2,2-bis(4-methoxyphenyl)ethane
• 英文别名: 4,4'-(2,2,2-trifluoroethylidene)dianisole；2,2-bis(4-methoxyphenyl)-1,1,1-trifluoroethane；4,4'-(2,2,2-trifluoroethane-1,1-diyl)bis(methoxybenzene)；1,1,1-Trifluor-2,2-bis-(4-methoxy-phenyl)-aethan；1,1'-(2,2,2-Trifluoroethane-1,1-diyl)bis(4-methoxybenzene)；1-methoxy-4-[2,2,2-trifluoro-1-(4-methoxyphenyl)ethyl]benzene
• CAS: 384-97-4
• 化学式: C₁₆H₁₅F₃O₂
• 分子量: 296.289
• InChiKey: YZYLIFPICMLCKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  1-甲氧基-4-[2,2,2-三氟-1-(4-甲氧基苯基)乙基]苯 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以67%的产率得到1,1-bis(4-hydroxyphenyl)-2,2,2-trifluoroethane
  参考文献：
  名称：

  Bisphenol AF: Halogen bonding effect is a major driving force for the dual ERα-agonist and ERβ-antagonist activities

  摘要：

  17 beta-Estradiol (E2) is a natural steroid ligand for the structurally and physiologically independent estrogen receptors (ERs) ER alpha and ER beta. We recently observed that CF3-containing bisphenol AF (BPAF) works as an agonist for ERa but as an antagonist for ER beta. Similar results were also observed for the CCl3-containing bisphenol designated as HPTE. Both BPAF and HPTE are comprised of a tri-halogenated methyl group in the central alkyl moiety of their bisphenol structures, which strongly suggests that halogens contribute directly to the agonist/antagonist dual biological functions. We conducted this study to investigate the structure-activity relationships by assessing together newly synthesized CF3- and CBr3-containing bisphenol E analogs (BPE-X). We first tested bisphenols for their receptor binding ability and then for their transcriptional activities. Halogen-containing bisphenols were found to be fully active for ER alpha, but almost completely inactive for ER beta. When we examined these bisphenols for their inhibitory activities for E2 in ER beta, we observed that they worked as distinct antagonists. The ascending order of agonist/antagonist dual biological functions was BPE-F < BPE-Cl (HPTE) <= BPAF < BPE-Br, demonstrating that the electrostatic halogen bonding effect is a major driving force of the bifunctional ER alpha agonist and ER beta antagonist activities of BPAF.

  DOI：

  10.1016/j.bmc.2019.115274
• 作为产物：
  描述：

  2,2,2-三氟-1,1-双(4-甲氧基苯基)乙醇 在 磷化氢 、 碘 、 溶剂黄146 作用下， 生成 1-甲氧基-4-[2,2,2-三氟-1-(4-甲氧基苯基)乙基]苯
  参考文献：
  名称：

  Synthesis and Biological Properties of Diaryl-(trifluoromethyl)-carbinols

  摘要：

  DOI：

  10.1021/ja01620a064

文献信息

• Regioselective Substitution of Phenols with Trifluoroacetaldehyde Ethyl Hemiacetal
  作者：Yuefa Gong、Katsuya Kato、Hiroshi Kimoto

  DOI：10.1246/bcsj.74.377

  日期：2001.2

  Phenol did not react directly with trifluoroacetaldehyde ethyl hemiacetal. In the presence of catalytic amounts of anhydrous potassium carbonate, however, the reaction readily occurred. The p-substituted product 4-(2,2,2-trifluoro-1-hydroxyethyl)phenol predominated. In contrast, the reaction catalyzed by zinc halide predominantly produced the o-substituted product. Corresponding reactions of several

  苯酚不直接与三氟乙醛乙基半缩醛反应。然而，在催化量的无水碳酸钾存在下，反应容易发生。p-取代的产物4-(2,2,2-三氟-1-羟乙基)苯酚占优势。相反，卤化锌催化的反应主要产生邻位取代产物。在相同的催化条件下研究了几种酚的相应反应。
• Generation of Carbocations under Photoredox Catalysis: Electrophilic Aromatic Substitution with 1-Fluoroalkylbenzyl Bromides
  作者：Cuiwen Kuang、Xin Zhou、Qiqiang Xie、Chuanfa Ni、Yucheng Gu、Jinbo Hu

  DOI：10.1021/acs.orglett.0c03258

  日期：2020.11.6

  to access valuable 1-fluoroalkyl-1,1-biaryl compounds is established under mild conditions. The key to success is the efficient generation of a destabilized benzylic carbocation intermediate via two consecutive single-electron transfer processes by virtue of visible-light photoredox catalysis. This unique activation pattern avoids using strong Lewis acids and high temperatures that are required for

  在温和的条件下，建立了芳烃的新型弗里德-克来福特型烷基化反应，以制得有价值的1-氟烷基-1,1-联芳基化合物。成功的关键是借助可见光光氧化还原催化，通过两个连续的单电子转移过程，高效生成不稳定的苄基碳正离子中间体。这种独特的活化方式避免了在传统的Friedel-Crafts反应中生成不稳定的碳正离子所需的强路易斯酸和高温。该协议证明了光灭活催化电子失活的苄基C-Br键杂合形成不稳定碳正离子中间体的第一个例子。
• Gribble, Gordon W.; Nutaitis, Charles F.; Leese, Robert M., Heterocycles, 1984, vol. 22, # 2, p. 379 - 386
  作者：Gribble, Gordon W.、Nutaitis, Charles F.、Leese, Robert M.

  DOI：——

  日期：——
• GRIBBLE, G. W.;NUTAITIS, CH. F.;LEESE, R. M., HETEROCYCLES, 1984, 22, N 2, 379-386
  作者：GRIBBLE, G. W.、NUTAITIS, CH. F.、LEESE, R. M.

  DOI：——

  日期：——
• [EN] ESTER COMPOUND AND RESIN COMPOSITION<br/>[FR] COMPOSÉ ESTER ET COMPOSITION DE RÉSINE<br/>[JA] エステル化合物及び樹脂組成物
  申请人：[en]AJINOMOTO CO., INC.;[ja]味の素株式会社

  公开号：WO2022075383A1

  公开（公告）日：2022-04-14

  本発明は、新規のエポキシ樹脂硬化剤を提供する。本発明は、式（１）で表される構造と、式（２）で表される構造と、式（３）で表される構造と、を１分子中に含有する化合物を提供する（各記号は明細書に記載の通り）。