1,2,3,5-四氯萘 | 53555-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,2,3,5-四氯萘
• 英文名称: 1,2,3,5-tetrachloronaphthalene
• 英文别名: 1,2,3,5-tetrachloro-naphthalene；1,2,3,5-Tetrachlor-naphthalin；1,2,3,5-Tetrachlornaphthalin
• CAS: 53555-63-8
• 化学式: C₁₀H₄Cl₄
• 分子量: 265.954
• InChiKey: HJJKSUVYCQAMBG-UHFFFAOYSA-N

物化性质

• 熔点：
  141 °C
• 沸点：
  355.5±37.0 °C(Predicted)
• 密度：
  1.552±0.06 g/cm3(Predicted)
• 溶解度：
  1.39e-08 M
• 蒸汽压力：
  1.09e-05 mmHg
• 保留指数：
  2000.8

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  14
• 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

安全信息

• 海关编码：
  2903999090

反应信息

• 作为反应物：
  描述：

  1,2,3,5-四氯萘 在 二硫化碳 、 chlorosulphuric acid 作用下， 生成 4,6,7,8-tetrachloro-naphthalene-2-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 1,2,3,5-四氯萘
  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

• Naphthalene dichloride and its derivatives. Part I. The preparation and structure of a 1,2,3,4,8-pentachloro-1,2-dihydronaphthalene
  作者：P. B. D. de la Mare、H. Suzuki

  DOI：10.1039/j39680001159

  日期：——

  evidence, and from the fact that, when dehydrochlorinated, it gives 1,2,3,5-tetrachloronaphthalene. The structure of the hexachlorotetralin has also been established from its 1H n.m.r. spectrum and that of its partly deuteriated derivative. For comparison, the 2- and 4-deuterio-derivatives of the tetrachloride of 1-chloronaphthalene have been prepared and examined.

  已知氯化1,5-二氯萘可生成1,1,2,3,4,5-六氯四氢萘和五氯二氢萘，现已确定为1,2,3,4,8-五氯-1,2-二氢萘从uv和1 H nmr证据中，以及从脱氯化氢后得到1,2,3,5-四氯萘的事实。还已经从其1 H nmr光谱及其部分氘代衍生物的结构确定了六氯四氢萘的结构。为了比较，已经制备并检查了1-氯萘的四氯化物的2-和4-氘代衍生物。
• Notes
  作者：W. Palmer Wynne、John H. Gorvin、Rex G. Jacomb、William O. Kermack

  DOI：10.1039/jr9460000061

  日期：——
• Atterberg; Widman, Chemische Berichte, 1877, vol. 10, p. 1842
  作者：Atterberg、Widman

  DOI：——

  日期：——
• 43. Tetrachloronaphthalenes derived from dichloronaphthalene tetrachlorides and from trichloronaphthalenesulphonic acids
  作者：E. Gertrude Turner、W. Palmer Wynne

  DOI：10.1039/jr9410000243

  日期：——
• De Novo Synthesis Mechanism of Polychlorinated Dibenzofurans from Polycyclic Aromatic Hydrocarbons and the Characteristic Isomers of Polychlorinated Naphthalenes
  作者：F. Iino、T. Imagawa、M. Takeuchi、M. Sadakata

  DOI：10.1021/es980857k

  日期：1999.4.1

  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.