1,2,4-三溴-5-碘苯 | 366496-32-4

• 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: 1,2,4-三溴-5-碘苯
• 英文名称: 2,4,5-tribromoiodobenzene
• 英文别名: 1,2,4-Tribromo-5-iodobenzene
• CAS: 366496-32-4
• 化学式: C₆H₂Br₃I
• 分子量: 440.698
• InChiKey: BNXDXWIITANRSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,2,4-三溴-5-碘苯 在 chromium(VI) oxide sodium hydroxide 、 硫酸 、 乙酸酐 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 6.0h， 生成 2,2,3,4,4,5-六溴联苯醚
  参考文献：
  名称：

  多溴联苯醚（BDE）；制备参考标准品和氟化内部分析标准品

  摘要：

  四个新的二氟化四-和五溴用于GC-MS / GC-ECD分析BDE内部标准，2F - BDE 47，2F - BDE 85，2F - BDE 99和2F - BDE 119，已经在纯度98-99.0％制备主要由新tribromodifluorophenols（耦合19 - 21）和对称bromodiphenyliodonium盐（8，22）。四种二氟化BDEs作为定量BDE分析的内标物显示出令人鼓舞的特性。四溴，五溴，六溴和七溴BDE参考标准品，BDE 75，BDE 85，BDE 138和BDE 183的纯度也达到98.4％至99.8％。

  DOI：

  10.1016/j.tet.2006.01.092
• 作为产物：
  描述：

  1,2,4,5-四溴苯 在 正丁基锂 、 碘 作用下， 以 乙醚 为溶剂， 以93%的产率得到1,2,4-三溴-5-碘苯
  参考文献：
  名称：

  弯曲的[4]亚苯基（环丁[1,2-a：3,4-b']双联亚苯基）的合成和双（三甲基甲硅烷基）衍生物的结构：最后的[4]亚苯基异构体。

  摘要：

  标题化合物的合成通过钴催化的炔烃环三聚使用两种策略完成：弯曲的亚苯基骨架的特性反映了[3]亚苯基亚结构的苯并环丁二烯融合的综合作用。

  DOI：

  10.1039/b109789j

文献信息

• Conformational Regulation of Multivalent Terpyridine Ligands for Self-Assembly of Heteroleptic Metallo-Supramolecules
  作者：Shi-Cheng Wang、Kai-Yu Cheng、Jun-Hao Fu、Yuan-Chung Cheng、Yi-Tsu Chan

  DOI：10.1021/jacs.0c06618

  日期：2020.9.30

  self-assembly mechanism. Molecular stellation of the trimeric hexagon [Cd6L23] gave rise to the exclusive self-assembly of star hexagon [Cd18L16L33] through complementary ligand pairing between the ditopic and octatopic tectons. To understand how the intermolecular heteroleptic complexation influenced the self-assembly pathway, the star hexagon was truncated into two triangular fragments, [Cd12L13L43]

  利用由预先设计的多价和互补的三联吡啶基配体组成的双配体系统来构建杂配金属超分子并研究自组装机制。三聚六边形 [Cd6L23] 的分子星形通过双位和八位构造之间的互补配体配对产生了星形六边形 [Cd18L16L33] 的独家自组装。为了了解分子间杂配复合如何影响自组装途径，星形六边形被截断为两个三角形片段，[Cd12L13L43] 和 [Cd12L13L53]。在[Cd12L13L43]的自组装过程中，L1可以调控六位配体L4的构象运动以促进随后的配位事件，这是多组分自组装成功的关键步骤。相比之下，
• Synthesis of Polybrominated Diphenyl Ethers and Their Capacity to Induce CYP1A by the Ah Receptor Mediated Pathway
  作者：Guosheng Chen、Alexandre D. Konstantinov、Brock G. Chittim、Elizabeth M. Joyce、Niels C. Bols、Nigel J. Bunce

  DOI：10.1021/es0107475

  日期：2001.9.1

  Polybrominated diphenyl ethers (PBDEs) have become widely distributed as environmental contaminants due to their use as flame retardants. Their structural similarity to other halogenated aromatic pollutants has led to speculation that they might share toxicological properties such as hepatic enzyme induction. In this work we synthesized a number of PBDE congeners, studied their affinity for rat hepatic Ah receptor through competitive binding assays, and determined their ability to induce hepatic cytochrome P-450 enzymes by means of EROD (ethoxyresorufin-O-deethylase) assays in human, rat, chick, and rainbow trout cells. Both pure PBDE congeners and commercial PBDE mixtures had Ah receptor binding affinities 10(-2)-10(-5) times that of 2,3,7,8-tetrachlorodibenzo-p-dioxin. In contrast with polychlorinated biphenyls, Ah receptor binding affinities of PBDEs could not be related to the planarity of the molecule, possibly because the large size of the bromine atoms expands the Ah receptor's binding site. EROD activities of the PBDE congeners followed a similar rank order in all cells. Some congeners, notably PBDE 85, did not follow the usual trend in which strength of Ah receptor binding affinity paralleled P-450 induction potency. Use of the gel retardation assay with a synthetic oligonucleotide indicated that in these cases the liganded Ah receptor failed to bind to the DNA recognition Sequence.
• Willgerodt, Journal fur praktische Chemie (Leipzig 1954), 1886, vol. <2> 33, p. 155
  作者：Willgerodt

  DOI：——

  日期：——
• Willgerodt, Chemisches Zentralblatt, 1885, vol. 56, p. 836
  作者：Willgerodt

  DOI：——

  日期：——
• Polybrominated diphenyl ethers (BDEs); preparation of reference standards and fluorinated internal analytical standards
  作者：Huiling Liu、Monica Bernhardsen、Anne Fiksdahl

  DOI：10.1016/j.tet.2006.01.092

  日期：2006.4

  difluorinated tetra- and pentabromo BDE internal standards for GC–MS/GC–ECD analysis, 2F-BDE47, 2F-BDE85, 2F-BDE99 and 2F-BDE119, have been prepared in 98–99.0% purity, mainly by coupling of the new tribromodifluorophenols (19–21) and symmetrical bromodiphenyliodonium salts (8, 22). The four difluorinated BDEs showed promising properties as internal standards for quantitative BDE analysis. Tetra-, penta-, hexa-

  四个新的二氟化四-和五溴用于GC-MS / GC-ECD分析BDE内部标准，2F - BDE 47，2F - BDE 85，2F - BDE 99和2F - BDE 119，已经在纯度98-99.0％制备主要由新tribromodifluorophenols（耦合19 - 21）和对称bromodiphenyliodonium盐（8，22）。四种二氟化BDEs作为定量BDE分析的内标物显示出令人鼓舞的特性。四溴，五溴，六溴和七溴BDE参考标准品，BDE 75，BDE 85，BDE 138和BDE 183的纯度也达到98.4％至99.8％。