1-溴-2-(3-溴苯基)苯 | 49602-90-6

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 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-溴-2-(3-溴苯基)苯
• 英文名称: 2,3′-dibromo-1,1′-biphenyl
• 英文别名: 2,3'-dibromo-biphenyl；2,3'-Dibrom-biphenyl；2,3'-Dibromobiphenyl；1-bromo-2-(3-bromophenyl)benzene
• CAS: 49602-90-6
• 化学式: C₁₂H₈Br₂
• 分子量: 312.004
• InChiKey: QNZTUODKOQEMNY-UHFFFAOYSA-N

物化性质

• 沸点：
  335.7±17.0 °C(Predicted)
• 密度：
  1.667±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• 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

ADMET

代谢

多溴联苯（PBBs）可以通过口服、吸入和皮肤途径被吸收。由于其亲脂性，特别是高度溴化的同类物，PBBs倾向于在富含脂质的组织中积累，如肝脏、脂肪、皮肤和母乳。某些PBB化合物通过由苯巴比妥诱导类型的细胞色素P-450催化的微囊膜单加氧酶系统进行代谢。代谢速率可能取决于溴取代模式。低溴含量的多溴联苯同类物转化为主要在尿液中排出的羟基衍生物。高度溴化的同类物要么被保留，要么不变地在粪便中排出。(L628)

PBBs can be absorbed via oral, inhalation, and dermal routes. Due to their lipophilic nature, PBBs, especially the highly brominated congeners, tend to accumulate in lipid-rich tissues such as the liver, adipose, skin, and breast milk. Certain PBB compounds are metabolized by the microsomal monooxygenase system catalyzed by cytochrome P-450 of the type induced by phenobarbital. The rate of metabolism may depends on the bromine substitution pattern. PBB congeners of low bromine content are transformed into hydroxylated derivatives that are predominately eliminated in the urine. Highly brominated congeners are either retained or excreted unchanged in the feces. (L628)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

多氯联苯（PBBs）的毒性机制因具体同系物而异。主要的相互作用被认为是涉及芳基烃受体（AhR）。PBBs与AhR结合并激活它，进而启动一系列基因的转录上调，影响生化途径和内分泌途径、细胞周期调节、形态发生、氧化应激反应以及各种其他过程。这导致PBBs特有的多种毒性反应。一些已知的诱导基因包括细胞色素P-450依赖性单加氧酶CYP1A1和CYP1A2。

The exact mechanism of toxicty of PBBs varies depending on the specific congener. The predominant interaction is believed to involve the aryl hydrocarbon receptor (AhR). PBBs bind to and activate the AhR, which in turn initiates the transcriptional upregulation of a number of genes, affecting biochemical and endocrine pathways, cell cycle regulation, morphogenesis, oxidative stress response, and various other processes. This results in the numerous toxic responses characteristic of PBBs. Some of the known induced genes include the cytochrome P-450-dependent monooxygenases CYP1A1 and CYP1A2. (L628)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

2A，可能对人类致癌。（L135）

2A, probably carcinogenic to humans. (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

PBB暴露可能会导致体重减轻、皮肤问题（如痤疮）、神经和免疫系统的影响，以及对肝脏、肾脏和甲状腺的影响。

PBB exposure may cause weight loss, skin disorders (such as acne), nervous and immune systems effects, and effects on the liver, kidneys, and thyroid gland. (L628)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

口服（L628）；吸入（L628）；皮肤给药（L628）

Oral (L628) ; inhalation (L628) ; dermal (L628)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

PBB暴露的症状可能包括恶心、腹痛、食欲不振、关节痛、疲劳和虚弱。

Symptoms of PBB exposure may include nausea, abdominal pain, loss of appetite, joint pain, fatigue, and weakness. (L629)

来源:Toxin and Toxin Target Database (T3DB)

反应信息

• 作为反应物：
  描述：

  1-溴-2-(3-溴苯基)苯 在 四(三苯基膦)钯 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 水 、 甲苯 为溶剂， 反应 27.58h， 生成 8-(2'-(diphenylphosphanyl)-[1,1'-biphenyl]-3-yl)-2-mesityl-1-naphthoic acid
  参考文献：
  名称：

  10.1002/chem.202401215

  摘要：

  AbstractThe coordination of anionic donors is involved at various stages of catalytic cycles in transition‐metal catalysis, but control over the spatial positioning of anions around a metal center is a challenge in coordination chemistry. Here we show that regioisomeric phosphine‐carboxylate ligands provide spatial anion control on palladium(II) centers by favoring either κ2, cis‐κ1, or trans‐κ1 coordination of the carboxylate donor. Additionally, the palladium(II) carboxylates, which contain a methyl donor, upon protonation, deliver metal‐alkyl complexes that feature a coordinated carboxylic acid. Such complexes can be considered as models for the minima that follow the concerted metalation‐deprotonation transition state for C−H activation. The predictability of the coordination modes is further demonstrated on silver(I) and copper(I) centers, for which less common structures of mononuclear and dinuclear complexes can be obtained by using spatial anion control. Our results demonstrate the potential for spatial control over carboxylate anions in coordination chemistry.

  DOI：

  10.1002/chem.202401215
• 作为产物：
  描述：

  3,2'-dibromo-biphenyl-4-ylamine 在 硫酸 、 sodium nitrite 作用下， 生成 1-溴-2-(3-溴苯基)苯
  参考文献：
  名称：

  The Oxidation of Certain Heteronuclear-Substituted Polybromodiphenyls

  摘要：

  DOI：

  10.1021/ja01267a077

文献信息

• 化合物、OLED器件以及电子设备
  申请人：武汉天马微电子有限公司

  公开号：CN110240594B

  公开（公告）日：2021-12-21

  本发明属于OLED领域并提供一种硫杂螺环化合物，具有化学式1的结构，其中，D1和D2为给电子基团，a、b选自0、1或2且a+b≥1；A1和A2为受电子基团，c、d选自0、1、2、3或4且c+d≥1；X为稠合芳香环或稠合芳杂环；D1和D2分别选自咔唑类基团、二苯胺类基团、吖啶类基团；A1和A2分别选自含氮杂环类取代基、芳基硼类取代基、含羰基类取代基、砜类取代基和含磷氧基类取代基。本发明化合物中的螺环结构的空间构型为正交结构，有利于实现HOMO和LUMO在空间上的有效分离。另外，螺环结构为非平面型结构，由于分子的旋转和振动受到空间位阻的限制，分子的刚性增强，使其具有更高稳定性，同时也具有更高的形貌稳定性并延长有机发光器件的寿命。
• Palladium(II)-catalyzed oxidative coupling of arenes by thallium(III)
  作者：Anatoly K. Yatsimirsky、Sergei A. Deiko、Alexander D. Ryabov

  DOI：10.1016/s0040-4020(01)91964-7

  日期：1983.1

  thallium(III) trifluoroacetate in the presence of catalytic amounts of palladium(II) acetate affords biaryls in good yields. The GLC study of the isomer distribution has shown that 4,4 '-biaryls are the major products. Thus, the pure 4,4 '-biaryls can be easily isolated either by recrystallization or column chromatography. The competitive experiments and kinetic study using arenes and arylthallium derivatives

  在催化量的乙酸钯（II）存在下，通过三氟乙酸fluoro（III）用供电子键和中度吸电子取代基氧化苯，可得到高产率的联芳基。对异构体分布的GLC研究表明，4,4'-联芳基是主要产物。因此，可以通过重结晶或柱色谱法容易地分离出纯的4,4'-联芳基。使用芳烃和芳基al衍生物作为起始原料的竞争性实验和动力学研究以及淬灭实验表明，反应的第一步是芳烃的快速th化以形成芳基intermediate中间体ArTl（OOCCF 3）2。后者经历与三聚体Pd 3（OAc）6解聚形成的单体络合物Pd（OAc）2反应的速率确定性金属转移步骤。随后芳基钯物质的快速分解得到最终的反应产物。芳烃的盐酸盐化和用ArTl（OOCCF 3）2中的Pd II取代Tl III的特征分别是Hammett图的斜率分别为-5.6（XXX +）和-3.0（XXX）。
• Manganese(iii) acetate-mediated oxidative coupling of phenylhydrazines with benzene: a novel method for biaryl coupling
  作者：Ayhan S. Demir、Ömer Reis、Emine Özgül-Karaaslan

  DOI：10.1039/b105119a

  日期：2001.11.15

  The reaction of phenylhydrazines with benzene in the presence of manganese(III) acetate affords biaryls in good yields. The same reaction was carried out with similar oxidants, such as CoIII, CeIV and PbIV; among these oxidants MnIII acetate shows higher efficiency and selectivity.

  在醋酸锰（III）存在下，苯肼与苯反应生成双芳基化合物，产率很高。同样的反应也使用了类似的氧化剂，如 CoIII、CeIV 和 PbIV；在这些氧化剂中，醋酸锰 III 显示出更高的效率和选择性。
• ORGANIC ELECTROLUMINESCENCE DEVICE AND AMINE COMPOUND FOR ORGANIC ELECTROLUMINESCENCE DEVICE
  申请人：Samsung Display Co., Ltd.

  公开号：US20210159420A1

  公开（公告）日：2021-05-27

  An organic electroluminescence device of an embodiment of the present disclosure includes a first electrode, a second electrode facing the first electrode, and a plurality of organic layers disposed between the first electrode and the second electrode, wherein at least one organic layer of the plurality of organic layers includes an amine compound containing a fluorene group; an aryl group having 6 to 60 ring-forming carbon atoms, which is substituted to the fluorene group; a heteroaryl group having 2 to 60 ring-forming carbon atoms, which is substituted to the fluorene group; and at least one amine group, which is substituted to the fluorene group; wherein all the carbons of the aryl group are substituted with deuterium, and the organic electroluminescence device exhibits high efficiency and a long service life.

  本公开的一种实施例的有机电致发光器件包括第一电极、面向第一电极的第二电极，以及设置在第一电极和第二电极之间的多个有机层，其中多个有机层中的至少一层包括含有氟蒽基的胺化合物；含有6至60个环形碳原子的芳基，该芳基取代了氟蒽基；含有2至60个环形碳原子的杂芳基，该杂芳基取代了氟蒽基；以及至少一个胺基，该胺基取代了氟蒽基；其中芳基的所有碳原子均被氘取代，有机电致发光器件具有高效率和长寿命。
• Materials for organic electroluminescent devices
  申请人：Merck Patent GmbH

  公开号：US10577342B2

  公开（公告）日：2020-03-03

  The invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices.

  本发明涉及适用于电子设备，特别是有机电致发光设备的式 (1) 化合物。