2,2',3,3',4,4',5,5',6-壬溴联苯 | 69278-62-2

• 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: 2,2',3,3',4,4',5,5',6-壬溴联苯
• 英文名称: 2,3,4,5,6,2',3',4',5'-Nonabromo-biphenyl
• 英文别名: 2,2',3,3',4,4',5,5',6-Nonabromobiphenyl；1,2,3,4,5-pentabromo-6-(2,3,4,5-tetrabromophenyl)benzene
• CAS: 69278-62-2
• 化学式: C₁₂HBr₉
• 分子量: 864.276
• InChiKey: QLERKXRXNDBTDM-UHFFFAOYSA-N

物化性质

• 熔点：
  262 °C
• 沸点：
  550.9±45.0 °C(Predicted)
• 密度：
  2.877±0.06 g/cm3(Predicted)
• 溶解度：
  二氯甲烷（少量）、DMSO（少量）、乙酸乙酯（少量）、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  21
• 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。由于它们的亲脂性，尤其是高溴代的多溴联苯，倾向于在富含脂质的组织中积累，如肝脏、脂肪、皮肤和母乳。某些多溴联苯化合物通过由苯巴比妥诱导的细胞色素P-450类型的微粒体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系物转化为主要在尿液中排出的羟基衍生物。高溴代同系物要么被保留，要么在粪便中不变排出。(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

• 作为产物：
  描述：

  联苯 在 aluminum tri-bromide 、 溴 作用下， 反应 4.0h， 生成 十溴联苯 、 2,2',3,3',4,4',5,5',6-壬溴联苯
  参考文献：
  名称：

  Anaerobic transformation of polybrominated biphenyls with the goal of identifying unknown hexabromobiphenyls in Baltic cod liver

  摘要：

  Polybrominated biphenyls (PBBs) have been introduced as flame retardants in 1970. Despite decreasing application rates since the mid-1970s, PBB residues are still reported in the environment. Furthermore, environmental PBB residues often do not match the PBB pattern in technical products. To get insights into the structures of environmentally-relevant PBBs, the congener patterns of technical hexabromobiphenyl (THBB), octabromobiphenyl (TOBB), synthesized PBB 209 were compared to PBB residues in a cod liver sample from the Baltic Sea. The most relevant PBB congeners in Baltic cod liver were not present in the technical products and therefore most likely metabolites. For this reason, TOBB and HPLC-fractions obtained from this technical product were incubated with super-reduced cyanocobalamine. Reductive debromination was found to be the predominant transformation process. Bromine substituents in ortho-positions proved to be more recalcitrant, and several of the unknown PBBs were tri- and tetra-ortho substituted congeners. Furthermore, the key-PBBs determined in Baltic cod liver were formed during this process. The most important hexabromobiphenyl in Baltic cod liver was identified as PBB 155 by parallel synthesis. PBB 155 which was not detected in the technical PBB product analyzed was suggested as an indicator PBB congener suited to decide whether PBB residues originate from the previous use of THBB (low relative abundance of PBB 155) or TOBB/TDBB (high relative abundance of PBB 155). The latter scenario was found to be valid for the Baltic cod liver sample. Thus, PBBs in the Baltic Sea appeared to originate from partially-weathered residues of PBB 209. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.chemosphere.2007.08.051

文献信息

• ELECTRONIC DEVICES MADE WITH ELECTRON TRANSPORT AND/OR ANTI-QUENCHING LAYERS
  申请人：LECLOUX DANIEL DAVID

  公开号：US20090121617A1

  公开（公告）日：2009-05-14

  The present invention is directed to a photoactive device comprising an anode, a cathode, and a photoactive layer, which device further comprises an electron transport and/or anti-quenching layer which minimizes both electron transfer quenching and energy transfer quenching of the photoactive layer.

  本发明涉及一种光电器件，包括阳极、阴极和光电活性层，该器件还包括电子传输和/或抗猝灭层，该层最小化了光电活性层的电子传输猝灭和能量传输猝灭。
• Flammfeste Polyorganosiloxanmasse
  申请人：Schott Glaswerke

  公开号：EP0453912A2

  公开（公告）日：1991-10-30

  Es wird eine flammfeste härtbare Polyorganosiloxanmasse beschrieben mit einem Gehalt von 2 bis 40 Gew.-% Glashohlkugeln mit einem Außendurchmesser von bis zu 200 µm und 3 bis 50 Gew.-% einer bei einer Temperatur von 80°C bis auf 250°C aufschäumenden anorganischen Intumeszenzmasse. Bevorzugte Intumeszenzmasse ist Blähgraphit. Die Masse kann in Brandschutzverglasungen die bisherigen, mit polyhalogenierten Diphenylverbindungen ausgerüsteten Massen ersetzen.

  一种可固化的阻燃性聚有机硅氧烷组合物中含有 2 至 40%（按重量计）的外径不超过 200 微米的空心玻璃球和 3 至 50%（按重量计）的无机膨胀剂组合物，在温度为 80°C 时，其发泡温度可达 250°C。首选的膨胀剂是可膨胀石墨。在防火玻璃中，这种化合物可以取代以前含有多卤化二苯基化合物的化合物。
• KUBICZAK, GERHARD A.;OESCH, FRANZ;BORLAKOGLU, JURGEN T.;KUNZ, HORST;ROBER+, J. AGR. AND FOOD CHEM., 37,(1989) N, C. 1160-1164
  作者：KUBICZAK, GERHARD A.、OESCH, FRANZ、BORLAKOGLU, JURGEN T.、KUNZ, HORST、ROBER+

  DOI：——

  日期：——
• FIRE RESISTANT ALKENYLAROMATIC FOAMS
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0533742B1

  公开（公告）日：1997-02-05
• EP0616619A4
  申请人：——

  公开号：EP0616619A4

  公开（公告）日：1994-11-17