2,3,3',4',5-五氯-4-联苯酚 | 152969-11-4

• 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: 2,3,3',4',5-五氯-4-联苯酚
• 英文名称: 4-hydroxy-2,3,5,3',4'-pentachlorobiphenyl
• 英文别名: 4-hydroxy-2,3,3',4',5-pentachlorobiphenyl；2,3,3',4',5-pentachloro-biphenyl-4-ol；2,3,6-trichloro-4-(3,4-dichlorophenyl)phenol
• CAS: 152969-11-4
• 化学式: C₁₂H₅Cl₅O
• 分子量: 342.436
• InChiKey: WGNCTWHUJUDFCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  18
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-methoxy-2,3,5,3',4'-pentachlorobiphenyl 在 三溴化硼 、 3-methoxy-2,4,5,3',4'-pentachlorobiphenyl 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2,3,3',4',5-五氯-4-联苯酚
  参考文献：
  名称：

  Synthesis and mass spectrometry of some methoxylated PCB

  摘要：

  The syntheses of 46 methoxy-polychlorobiphenyls (MeO-CBs), containing 3 to 7 chlorine atoms, are described. The MeO-CBs were synthesized via the Cadogan diaryl coupling reaction of the appropriate polychloroaniline and polychloroanisole, or via the Ullmann coupling of a polychloroiodobenzene and 4-iodoanisole with subsequent chlorination of the isolated 4-MeO-CB product. The synthesized MeO-CBs were characterized by electron ionization (EI) mass spectrometry (MS) on an ion trap MS instrument and by EI and negative ion chemical ionization (NICI) on a quadrupole mass spectrometer.Both instruments gave similar EI spectra but the fragments were in general more abundant relative to the molecular ion, in the spectra obtained from the ion trap instrument. Characteristic fragmentation patterns were obtained by EI for ortho-, meta- and para-MeO-CBs, respectively, depending on the position of the MeO-group, with the exception of three meta-substituted MeO-heptaCBs, with a 3-MeO-2,4,6-trichloro-substitution pattern, that gave an abundant [M-15](+)-fragment, similar to para-substituted MeO-CBs. MS(NICI) of ortho-, meta- and para-MeO-CBs did not give any characteristic fragmentation patterns depending on the position of the MeO-group, except for ortho-substituted MeO-CBs that showed abundant fragments at [M-36]. The MS(NICI) gave approximately 10-50 times higher response for MeO-tetraCBs - MeO-heptaCBs than the MS(EI). The ion trap instrument (ITS40) has a somewhat lower detection-limit than the quadrupole MS when operated in the EI-mode.

  DOI：

  10.1016/0045-6535(95)00073-h

文献信息

• Synthesis and characterization of hydroxylated polychlorinated biphenyls (PCBs) identified in human serum
  作者：Stephen Safe、Kent Washburn、Timothy Zacharewski、Timothy Phillips

  DOI：10.1016/0045-6535(95)00162-2

  日期：1995.8

  Hydroxylated polychlorinated biphenyls (PCBs) have been identified in wildlife and human samples. Most of these compounds are highly chlorinated (penta-hepatachloro) and contain a single meta- or para-hydroxyl group. Using the Cadogan coupling procedure, the following hydroxy-PCBs congeners were synthesized: 2,3,3',4',5-pentachloro-4-biphenylol, 2,3',4,4',5-pentachloro-3-biphenylol, 2',3,3',4',5-p

  在野生生物和人类样品中已鉴定出羟基化的多氯联苯（PCBs）。这些化合物大多数都是高度氯化的（戊肝），并含有一个间位或对位羟基。使用Cadogan偶联程序，合成了以下羟基-PCBs同系物：2,3,3'，4'，5-五氯-4-联苯酚，2,3'，4,4'，5-五氯-3-联苯酚，2'，3,3'，4'，5-五氯-4-联苯酚，2,2'，3'，4,4'-五氯-3-联苯酚，2,2'，3,3'，4 '，5-五氯-4-联苯酚，2,2'，3'，4,4'，5-六氯-3-联苯酚，2,2'，3,4'，5,5'-六氯-4-联苯酚，2,2'，3,3'，4'，5,5'-七氯-4-联苯酚，2,2'，3'，4,4'，5,5'-七氯-3-联苯酚， 2,2'，3,4'，5,5'，6-七氯-4-联苯酚。
• METHODS FOR TREATING TRANSTHYRETIN AMYLOID DISEASES
  申请人：Kelly Jeffery W.

  公开号：US20100120919A1

  公开（公告）日：2010-05-13

  Kinetic stabilization of the native state of transthyretin is an effective mechanism for preventing protein misfolding. Because transthyretin misfolding plays an important role in transthyretin amyloid diseases, inhibiting such misfolding can be used as an effective treatment or prophylaxis for such diseases. Treatment methods are disclosed.

  转甲状腺素原生态状态的动力学稳定是预防蛋白质错折的有效机制。因为转甲状腺素错折在转甲状腺素淀粉样病中起着重要作用，抑制这种错折可以用作有效的治疗或预防此类疾病的方法。本文公开了治疗方法。
• US8168663B2
  申请人：——

  公开号：US8168663B2

  公开（公告）日：2012-05-01
• US8653119B2
  申请人：——

  公开号：US8653119B2

  公开（公告）日：2014-02-18