3,3',5,5'-tetrabromo-2,2'-biphenyl diacetate | 195051-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 3,3',5,5'-tetrabromo-2,2'-biphenyl diacetate
• 英文别名: 2,2'-diacetoxy-3,3',5,5'-tetrabromobiphenyl；2,2'-diacetoxy-3,5,3',5'-tetrabromo-biphenyl；(3.5.3'.5'-Tetrabrom-biphenyldiyl-(2.2'))-diacetat；2,2'-Diacetoxy-3,5,3',5'-tetrabrom-biphenyl；[2-(2-Acetyloxy-3,5-dibromophenyl)-4,6-dibromophenyl] acetate
• CAS: 195051-29-7
• 化学式: C₁₆H₁₀Br₄O₄
• 分子量: 585.869
• InChiKey: IHOBDXMOOPMFAQ-UHFFFAOYSA-N

物化性质

• 熔点：
  118 °C
• 沸点：
  525.4±50.0 °C(Predicted)
• 密度：
  1.987±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3',5,5'-tetrabromo-2,2'-biphenyl diacetate 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 ammonium acetate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 10.0h， 生成 3,3'-bis(methoxycarbonyl)-5,5'-diethynyl-2,2'-biphenol
  参考文献：
  名称：

  Dynamic Axial Chirality Control of a Carboxybiphenol through Acid–Base Interaction

  摘要：

  研究发现，一种带有两个羧基和两个乙炔基的新型荧光 2,2′-联苯酚对手性二胺的手性非常敏感，因此会因过量的单手轴向扭曲构象而显示出诱导圆二色性。

  DOI：

  10.1246/cl.2006.110
• 作为产物：
  描述：

  2,2'-二羟基联苯 在 吡啶 、 溴 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 3,3',5,5'-tetrabromo-2,2'-biphenyl diacetate
  参考文献：
  名称：

  Dynamic Axial Chirality Control of a Carboxybiphenol through Acid–Base Interaction

  摘要：

  研究发现，一种带有两个羧基和两个乙炔基的新型荧光 2,2′-联苯酚对手性二胺的手性非常敏感，因此会因过量的单手轴向扭曲构象而显示出诱导圆二色性。

  DOI：

  10.1246/cl.2006.110

文献信息

• Studies on the Derivatives of Biphenylene Oxide. VII. The Influence of Substitution on the Opening and Closing of the Furan-ring of Biphenylene Oxide
  作者：Seishi Yamashiro

  DOI：10.1246/bcsj.17.10

  日期：1942.1

  removal of acetyl groups of those compounds and also the formation of the furan-ring. This facilitating effect varies with the relative position of the nitro group and the acetoxyl group, the order of the effect being ortho>para>meta; but the m-nitrosubstitution induces no ring-formation, giving exclusively nitrobiphenols. (ii) The introduction of bromine into the diacetoxydiphenyls hinders the removal

  (1) 比较了邻'，邻'-双酚及其硝基、溴硝基和溴代衍生物的取代对呋喃环形成的影响，以钡的干燥碳酸盐反应得到以下结果或钠和衍生自这些双酚的二乙酰氧基二苯基。(i) 将硝基引入二乙酰氧基二苯基有利于去除这些化合物的乙酰基以及形成呋喃环。这种促进作用随着硝基和乙酰氧基的相对位置而变化，作用顺序为邻>对>间；但间硝基取代不诱导成环，仅产生硝基双酚。(ii) 将溴引入二乙酰氧基二苯基会阻碍乙酰基的去除以及呋喃环的形成，没有得到溴化联苯醚。相对于乙酰氧基，这种效果在 o-取代的情况下比在 p-one 的情况下更显着......
• Double Helices with a Controlled Helicity Composed of Biphenol-Derived Phosphoric Acid Diesters
  作者：Hidekazu Yamada、Katsuhiro Maeda、Eiji Yashima

  DOI：10.1002/chem.200901075

  日期：2009.7.13

  artificial homo‐ and hetero‐double helices were constructed by utilizing a specific self‐assembly property of biphenol‐derived phosphoric acid diesters, whose helical sense was controlled by chiral substituents introduced onto the phenylene unit as the linker moiety (see picture). Strong chiral amplification was observed during the double helix formation between chiral and achiral strands.

  利用双酚衍生的磷酸二酯的特定自组装特性，构建了新型人工均一和杂双螺旋，其螺旋感由引入作为连接基的亚苯基单元上的手性取代基控制（见图片）。在手性和非手性链之间形成双螺旋期间观察到强手性扩增。
• [EN] BIARYL COMPOUNDS AS ANTIMICROBIAL AND CHEMOTHERAPEUTIC AGENTS<br/>[FR] COMPOSÉS BIARYLE UTILISÉS EN TANT QU'AGENTS ANTIMICROBIENS ET CHIMIOTHÉRAPEUTIQUES
  申请人：UNIV RICE WILLIAM M

  公开号：WO2017083702A1

  公开（公告）日：2017-05-18

  In one aspect, the present disclosure provides diaryl compounds of the formula presented herein. The application also provides compositions and methods of treatment thereof. In some embodiments, these compounds are used in the treatment of bacterial infections or in the treatment of cancer.

  在某个方面，本发明提供了所述公式的二苯基化合物。该申请还提供了其组合物和治疗方法。在某些实施例中，这些化合物用于治疗细菌感染或癌症的治疗。
• Palladium-catalyzed synthesis of tetraethynyl and tetraethenyl biphenyls: Elongated tetrahedral tectons
  作者：Berta Gómez-Lor、Antonio M Echavarren、Amelia Santos

  DOI：10.1016/s0040-4039(97)01169-6

  日期：1997.7

  The palladium-catalyzed coupling of O-acylated 3,3',5,5'-tetrabromo-2,2'-biphenols with the corresponding stannanes furnishes tetraethenyl and tetraethynyl derivatives which,topologically can be considered as elongated tetrahedra. (C) 1997 Elsevier Science Ltd.
• Construction of an ortho-phenol polymer
  作者：Ming-Hua Xu、Zhi-Ming Lin、Lin Pu

  DOI：10.1016/s0040-4039(01)01256-4

  日期：2001.9

  Synthesis and study of an ortho-phenol polymer, a highly functionalized polyphenylene, have been conducted. A dibromo ortho-biphenol monomer was synthesized and its homocoupling in the presence of Ni(1,5-cyclooctadiene)(2) followed by hydrolysis led to the formation of an ortho-plienol polymer. This polymer was soluble in common organic solvents. It was characterized by gel permeation chromatography, UV-vis, IR, H-1 and C-13 NMR spectroscopic methods. The use of this polymer in the Lewis acid-catalyzed reaction of phenylacetylene with benzaldchyde in the presence of diethylzinc was studied. It was found that the polymer when treated with 1/4 equiv. (relative to the phenol unit of the polymer) of Ti((OPr)-Pr-i)(4) generated a much more active Lewis acid catalyst than when treated with excess Ti((OPr)-Pr-i)4. This indicates that different types of catalytic sites in the polymer have been produced under these conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.