2,4,6-三溴苯-1,3-二胺 | 62477-06-9

• 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: 2,4,6-三溴苯-1,3-二胺
• 英文名称: 2,4,6-tribromo-m-phenylenediamine
• 英文别名: 2,4,6-tribromo-1,3-phenylenediamine；2,4,6-tribromo-1,3-diaminobenzene；1,3,5-tribromo-4,6-diaminobenzene；1,3-diamino-2,4,6-tribromobenzene；2,4,6-Tribrom-m-phenylendiamin；2.4.6-Tribrom-phenylendiamin-(1.3)；2,4,6-tribromobenzene-1,3-diamine；2.4.6-Tribrom-1.3-diamino-benzol
• CAS: 62477-06-9
• 化学式: C₆H₅Br₃N₂
• 分子量: 344.831
• InChiKey: NAVMNUFNDGIZTG-UHFFFAOYSA-N

物化性质

• 熔点：
  157-158.5 °C
• 沸点：
  322.9±37.0 °C(Predicted)
• 密度：
  2.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 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：
  52
• 氢给体数：
  2
• 氢受体数：
  2

制备方法与用途

此产品专用于科研用途作为化合物使用。

反应信息

• 作为反应物：
  描述：

  2,4,6-三溴苯-1,3-二胺 在 亚硝酸特丁酯 、 三氟化硼乙醚 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以83%的产率得到
  参考文献：
  名称：

  Synthesis of Polyfunctionalized Biphenyls as Intermediates for a New Class of Liquid Crystals

  摘要：

  A series of hexa- and octasubstituted biphenyls containing halogen, amino, nitro, and propylthio substituents were prepared by metal-mediated convergent synthesis from halobenzene precursors. The Pd-assisted C-C coupling methods were ineffective in the formation of the Ar-Ar bond except for the synthesis of 1b. All tetra-ortho-substituted biphenyls were prepared via Ullmann coupling reactions. The halogens were introduced after formation of the biphenyl by utilizing the directing properties of the amino group(s). In the case of 3b, a polyhalogenated benzene substrate was used for biphenyl formation via Ullmann coupling.

  DOI：

  10.1021/jo030212p
• 作为产物：
  描述：

  间苯二胺 在 溴 作用下， 以 水 为溶剂， 以29%的产率得到2,4,6-三溴苯-1,3-二胺
  参考文献：
  名称：

  Orthohalogen substituents dramatically enhance hydrogen bonding of aromatic ureas in solution

  摘要：

  苯脲部分是超分子化学中普遍存在的合成子。本文报道，在尿素单元的邻位引入氯或溴原子是一种简单且极为有效的方法，可提升其分子间氢键供体的性质。该效应在溶液中的自聚二脲和单脲与强氢键受体的氢键作用两种情况下均得到了验证。

  DOI：

  10.1039/c3cc47447j

文献信息

• Orthohalogen substituents dramatically enhance hydrogen bonding of aromatic ureas in solution
  作者：Ilaria Giannicchi、Benjamin Jouvelet、Benjamin Isare、Mathieu Linares、Antonella Dalla Cort、Laurent Bouteiller

  DOI：10.1039/c3cc47447j

  日期：——

  The phenylurea moiety is a ubiquitous synthon in supramolecular chemistry. Here we report that the introduction of chlorine or bromine atoms in the ortho positions to the urea unit is a simple and very efficient way to improve its intermolecular hydrogen bond (HB) donor character. This effect was demonstrated in solution both in the context of self-association of bis-ureas and hydrogen bonding of mono-ureas to strong HB acceptors.

  苯脲部分是超分子化学中普遍存在的合成子。本文报道，在尿素单元的邻位引入氯或溴原子是一种简单且极为有效的方法，可提升其分子间氢键供体的性质。该效应在溶液中的自聚二脲和单脲与强氢键受体的氢键作用两种情况下均得到了验证。
• ORGANIC ELECTROLUMINESCENCE DEVICE AND POLYCYCLIC COMPOUND FOR ORGANIC ELECTROLUMINESCENCE DEVICE
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US20200044159A1

  公开（公告）日：2020-02-06

  An organic electroluminescence device includes a first electrode, a hole transport region on the first electrode, an emission layer on the hole transport region, the emission layer including a condensed polycyclic compound of three or more six-membered rings, at least two six-membered rings among the six-membered rings including an electron donor moiety and an electron acceptor moiety at facing positions, respectively, the at least two six-membered rings not being immediately adjacent to each other, an electron transport region on the emission layer, and a second electrode on the electron transport region.

  一种有机电致发光器件包括第一电极，位于第一电极上的空穴传输区，位于空穴传输区上的发射层，该发射层包括三个或三个以上的六元环的缩合多环化合物，其中至少两个六元环中的六元环包括一个电子给体基团和一个电子受体基团，分别位于对面位置，至少两个六元环不直接相邻，发射层上有一个电子传输区，以及位于电子传输区上的第二电极。
• A Convenient and Efficient Synthesis of Polyphenylmono-, di-, and -triaminobenzenes
  作者：Yozo Miura、Hiroyuki Oka、Masayoshi Momoki

  DOI：10.1055/s-1995-4113

  日期：1995.11

  A new convenient and efficient synthesis of polyphenylmono- and -diaminobenzenes by the palladium(0)-catalyzed cross-coupling reaction of polyhalomono- and -diaminobenzenes with phenylboronic acid is described. A synthesis of 2,4-diphenyl-1,3,5-triaminobenzene is also reported.

  报告介绍了一种通过钯（0）催化的聚卤单苯和聚二氨基苯与苯硼酸的交叉偶联反应，方便高效地合成聚苯单苯和聚二氨基苯的新方法。此外还报告了 2,4-二苯基-1,3,5-三氨基苯的合成。
• Anti-bacterial polymer and method for the preparation thereof, anti-bacterial polymer film and method for the preparation thereof, and article having such a film on the surface thereof
  申请人：ULVAC, INC.

  公开号：EP1396514A1

  公开（公告）日：2004-03-10

  An anti-bacterial polymer of the present invention consists of a vapor deposition-polymerization reaction product of a diaminobenzoic acid monomer or halogen atom-containing diamine monomer and a monomer reactive with these monomers. The anti-bacterial polymer can be prepared by a method, which comprises the step of subjecting a gas obtained by evaporating a diaminobenzoic acid monomer or halogen atom-containing diamine monomer and a gas obtained by evaporating a monomer reactive with these monomers to vapor deposition-polymerization, in a vacuum, to thus form an anti-bacterial polymer. The method permits the formation of a film having a desired thickness even on the surface having a complicated shape such as the surface of, for instance, a heat exchanger.

  本发明的抗菌聚合物由二氨基苯甲酸单体或含卤原子的二胺单体和与这些单体反应的单体的气相沉积-聚合反应产物组成。抗菌聚合物的制备方法包括以下步骤：将蒸发二氨基苯甲酸单体或含卤素原子的二胺单体得到的气体和蒸发与这些单体反应的单体得到的气体在真空中进行气相沉积-聚合反应，从而形成抗菌聚合物。这种方法即使在形状复杂的表面（如热交换器表面）上也能形成具有所需厚度的薄膜。
• Vesicle incorporating transmembrane protein
  申请人：AQUAPORIN A/S

  公开号：US11421106B2

  公开（公告）日：2022-08-23

  A vesicle incorporate a transmembrane protein, the vesicle forming material including a mixture of poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene glycol) and polyetheramine. The vesicle can generally withstand elevated temperature without substantial shrinkage of the diameter, which in turn results in maintenance of the water permeability virtually unaffected. Pluronic based vesicles have a large content of amino groups available on the surface illustrated by the larger zeta potential values available for crosslinking in the polyamide layer by chemical reaction with trimesoyl chloride (TMC).

  一种含有跨膜蛋白的囊泡，囊泡形成材料包括聚（乙二醇）-块-聚（丙二醇）-块-聚（乙二醇）和聚醚胺的混合物。这种囊泡一般可以承受较高的温度，直径不会大幅度收缩，从而几乎不受影响地保持透水性。基于 Pluronic 的囊泡表面有大量可用的氨基，通过与三甲基甲酰氯（TMC）发生化学反应，聚酰胺层中可用于交联的 Zeta 电位值较大。