1,2,7-三氯萘 | 55720-34-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,2,7-三氯萘
• 英文名称: 1,2,7-trichloronaphthalene
• 英文别名: PCN no.17；PCN-17；1,2,7-trichloro-naphthalene；1,2,7-Trichlor-naphthalin
• CAS: 55720-34-8
• 化学式: C₁₀H₅Cl₃
• 分子量: 231.509
• InChiKey: QYYUVUXSJZJCLQ-UHFFFAOYSA-N

物化性质

• 熔点：
  88 °C
• 沸点：
  322.3±22.0 °C(Predicted)
• 密度：
  1.452±0.06 g/cm3(Predicted)
• 保留指数：
  1807.2

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  13
• 可旋转键数：
  0
• 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

反应信息

• 作为反应物：
  描述：

  1,2,7-三氯萘 在 二硫化碳 、 chlorosulphuric acid 作用下， 生成 3,4,6-trichloro-naphthalene-1-sulfonic acid
  参考文献：
  名称：

  43.衍生自四氯化二氯萘和三氯萘磺酸的四氯萘

  摘要：

  DOI：

  10.1039/jr9410000243
• 作为产物：
  描述：

  苯并[ghi]苝 在 copper(l) chloride 氧气 、 甲烷 作用下， 反应 2.0h， 生成 1,2,7-三氯萘
  参考文献：
  名称：

  De Novo Synthesis Mechanism of Polychlorinated Dibenzofurans from Polycyclic Aromatic Hydrocarbons and the Characteristic Isomers of Polychlorinated Naphthalenes

  摘要：

  Polychlorinated dibenzofurans (PCDFs) and polychlorinated naphthalenes (PCNs) are known to be emitted from municipal waste incinerators (MWIs) with polychlorinated dibenzo-p-dioxins (PCDDs). Two formation paths for PCDD/Fs could mainly work, which are condensation of the precursors such as chlorophenols and "de novo" formation from carbon. However the correlation between the chemical structure of carbon and the resulting PCDD/Fs still remains unknown. In this study, the PCDD/Fs formation from polycyclic aromatic hydrocarbons (PAHs) and CuCl was examined at 400 under 10% O-2. Coronene among the PAHs characteristically gave 1,2,8,9-T4CDF and the derivatives. These isomers clearly indicate that chlorination causes the cleavage of the C-C bonds in a coronene molecule and also that oxygen is easily incorporated from its outside to form 1,2,8,9-T4CDF. The symmetrical preformed structures in the coronene molecule enabled to amplify the de novo formation of the isomer. PCNs are also formed directly from these PAHs. Since there have been few reports on the formation mechanism of PCNs, this study will be a first step to know the whole formation paths. We also define the de novo synthesis as the breakdown reaction of a carbon matrix, since the word has been used without the precise definition.

  DOI：

  10.1021/es980857k

文献信息

• Formation of polychlorinated naphthalenes on fly ash
  作者：M. Schneider、L. Stieglitz、R. Will、G. Zwick

  DOI：10.1016/s0045-6535(98)00269-0

  日期：1998.10

  During the oxidative degradation of carbonaceous material on fly ash, besides PCDD/F, PCPh, PCBz, PCB, polychlorinated naphthalenes (PCN or ClXN) are formed. Thermal experiments were carried out with fly ash from a municipal waste incinerator at 300 degrees C and reaction times of 0.5 h up to 4 h. For the study an analytical method using GC/MS was developed similar to that, used in dioxin-analysis. Isomer specific identification of chloronaphthalenes formed on fly ash was realized by comparison of ClXN from technical PCN-mixtures (Halowax(R)). For quantification of the PCN formed, C-13- labelled PCB-standards were used as internal standards because no C-13- labelled PCN-compounds were available.Both, technical PCN-mixtures and PCN formed on fly ash show a characteristic pattern of ClXN-congeners according to their difference in formation. Cl2N - Cl5N were formed most and Cl1N - Cl3N were also found in the gas phase in high amounts. A single isomer 1,2,3,5,6,7-Cl6N, known as a strongly bioaccumulating and toxic PCN, is formed in higher amounts together with 1,2,3,4,6,7-Cl6N. (C)1998 Elsevier Science Ltd. All rights reserved.
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