3,5,3',5'-biphenyl tetrakis(carbonyl chloride) | 113797-72-1

• 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: 3,5,3',5'-biphenyl tetrakis(carbonyl chloride)
• 英文别名: biphenyl-3,5,3',5'-tetracarbonyl chloride；3,5,3',5'-biphenyltetracarbonyl tetrachloride；[1,1'-Biphenyl]-3,3',5,5'-tetracarbonyl tetrachloride；5-(3,5-dicarbonochloridoylphenyl)benzene-1,3-dicarbonyl chloride
• CAS: 113797-72-1
• 化学式: C₁₆H₆Cl₄O₄
• 分子量: 404.033
• InChiKey: TYXZKNUOZATAAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  555.3±50.0 °C(Predicted)
• 密度：
  1.551±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5,3',5'-biphenyl tetrakis(carbonyl chloride) 在 potassium tert-butylate 、 三氟乙酸 作用下， 反应 1.33h， 生成 Biphenyl-3,5,3',5'-tetracarboxylic acid tetrakis-(2,4-dibromo-6-carboxy-phenyl) ester
  参考文献：
  名称：

  A Site-Specific Tetrafunctional Reagent for Protein Modification:  Cross-Linked Hemoglobin with Two Sites for Further Reaction

  摘要：

  A tetrafunctional site-directed reagent for protein modification has the potential for introducing specific cross-links by reaction at two of its four reactive sites. The remaining reactive groups on the link within the protein an available for further reaction with added reagents. The first example of such a designed multifunctional crosslinker, 3,5,3',5'-biphenyltetracarbonyl tetrakis(3,5-dibromosalicylate), BTDS (1), was prepared by treatment of the tetra tert-butyl ester with trifluoroacetic acid. The ester was from reaction of the acid chloride of biphenyl 3,5,3',5'-tetracarboxylic acid with tert-butyl-3,5-dibromosalicylate. BTDS contains four anionic sites each adjacent to four electrophilic sites, The reaction of BTDS with deoxy human hemoglobin A generates in high yield the biphenyl bis carboxamide at the epsilon-amino of lysine-82 of each of the beta subunits (BBS-Hb). The remaining ester groups from the biphenyl cross-link are available iv react with other nucleophiles, This is demonstrated by efficient reaction with ethylenediamine. The use of multifunctional cross-linkers presents opportunities for introduction of probes and bioactive materials.

  DOI：

  10.1021/ja961833l
• 作为产物：
  描述：

  5-氨基间苯二甲酸二甲酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 盐酸 、 sodium hydroxide 、 氯化亚砜 、 potassium acetate 、 cesium fluoride 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 3,5,3',5'-biphenyl tetrakis(carbonyl chloride)
  参考文献：
  名称：

  基于无环联苯的受体对碳水化合物的识别特性

  摘要：

  合成了结合四个杂环识别单元的基于联苯的受体1，并确定了其与中性糖的结合特性。受体1是一系列旨在识别二糖的无环碳水化合物结合受体的代表。已经确定化合物1是十二烷基β- d-麦芽糖苷的高效受体，对二糖显示出连续的1：1和2：1受体/底物络合行为。氢键和糖CH's与受体的芳族单元的相互作用都有助于稳定受体-麦芽糖苷复合物。

  DOI：

  10.1021/jo0610309

文献信息

• Anti-infective agents
  申请人：Technische Universität Carolo-Wilhelmina zu Braunschweig

  公开号：EP1972338A1

  公开（公告）日：2008-09-24

  The present invention relates to the use of molecules having a spacer unit, linker and recognition unit(s) for the treatment and prevention of various diseases, disorders and conditions. In particular, the present invention provides compounds useful in preventing or treating infectious diseases and diseases, disorders or conditions related thereto. Further, the present invention relates to methods for preventing or treating diseases, disorders or conditions involving recognition and binding of carbohydrate structures.

  本发明涉及具有间隔单元、连接单元和识别单元的分子的使用，用于治疗和预防各种疾病、紊乱和病况。具体而言，本发明提供了在预防或治疗传染病和与之相关的疾病、紊乱或病况中有用的化合物。此外，本发明涉及预防或治疗涉及糖类结构的识别和结合的疾病、紊乱或病况的方法。
• Recognition Properties of an Acyclic Biphenyl-Based Receptor toward Carbohydrates
  作者：Monika Mazik、Alexander König

  DOI：10.1021/jo0610309

  日期：2006.9.1

  Biphenyl-based receptor 1, incorporating four heterocyclic recognition units, was synthesized, and its binding properties toward neutral sugars were determined. Receptor 1 is a representative of a new series of acyclic carbohydrate-binding receptors, which were designed to recognize disaccharides. The compound 1 has been established as a highly effective receptor for dodecyl β-d-maltoside, showing

  合成了结合四个杂环识别单元的基于联苯的受体1，并确定了其与中性糖的结合特性。受体1是一系列旨在识别二糖的无环碳水化合物结合受体的代表。已经确定化合物1是十二烷基β- d-麦芽糖苷的高效受体，对二糖显示出连续的1：1和2：1受体/底物络合行为。氢键和糖CH's与受体的芳族单元的相互作用都有助于稳定受体-麦芽糖苷复合物。
• Multifunctional crosslinking reagents for hemoglobin, and crosslinked
  申请人：——

  公开号：US05811521A1

  公开（公告）日：1998-09-22

  Multifunctional chemical reagents useful in cross-linking hemoglobin and having the capability of leaving two or more reaction sites available for further chemical reactions, after completion of the cross-linking process. These reagents are broadly defied as aromatic compounds comprising an aromatic nucleus including but not limited phenyl, biphenyl, naphthyl and binaphthyl, with at least four independently selected electronegative substituent groups bonded directly or indirectly to the aromatic nucleus.

  这段话的中文翻译如下： 多功能化学试剂可用于交联血红蛋白，并具有在交联过程完成后留下两个或更多反应位点可用于进一步化学反应的能力。这些试剂被广泛定义为芳香族化合物，包括但不限于苯基、联苯基、萘基和联萘基，其芳香环上至少有四个独立选择的电负取代基直接或间接结合。
• Biasing the Screw-Sense of Supramolecular Coassemblies Featuring Multiple Helical States
  作者：Nathan J. Van Zee、Mathijs F. J. Mabesoone、Beatrice Adelizzi、Anja R. A. Palmans、E. W. Meijer

  DOI：10.1021/jacs.0c10456

  日期：2020.11.25

  By enchaining a small fraction of chiral monomer units, the helical sense of a dynamic polymer constructed from achiral monomer units can be disproportionately biased. This phenomenon, known as the sergeants-and-soldiers (S&S) effect, has been found to be widely applicable to dynamic covalent and supramolecular polymers. However, it has not been exemplified with a supramolecular polymer that features multiple helical states. Herein, we demonstrate the S&S effect in the context of the temperature-controlled supramolecular copolymerization of chiral and achiral biphenyl tetracarboxamides in alkanes. The one-dimensional helical structures presented in this study are unique because they exhibit three distinct helical states, two of which are triggered by coassembling with monomeric water that is codissolved in the solvent. The self-assembly pathways are rationalized using a combination of mathematical fitting and simulations with a thermodynamic mass-balance model. We observe an unprecedented case of an "abnormal" S&S effect by changing the side chains of the achiral soldier. Although the molecular structure of these aggregates remains elusive, the coassembly of water is found to have a profound impact on the helical excess.
• MULTIFUNCTIONAL CROSS-LINKING REAGENTS FOR HEMOGLOBIN, AND CROSS-LINKED HEMOGLOBIN CONJUGATES
  申请人：KLUGER, Ronald

  公开号：EP0785920B1

  公开（公告）日：2000-05-17