1,4,6,7-四氯萘 | 55720-43-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,4,6,7-四氯萘
• 英文名称: 1,4,6,7-tetrachloronaphthalene
• 英文别名: PCN 47；PCN-47；1,4,6,7-tetrachloro-naphthalene；1,4,6,7-Tetrachlor-naphthalin
• CAS: 55720-43-9
• 化学式: C₁₀H₄Cl₄
• 分子量: 265.954
• InChiKey: VJZRCIYSYVGDMU-UHFFFAOYSA-N

物化性质

• 溶解度：
  3.05e-08 M
• 保留指数：
  1960.2

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

反应信息

• 作为反应物：
  描述：

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

• Emission Factors and Importance of PCDD/Fs, PCBs, PCNs, PAHs and PM₁₀ from the Domestic Burning of Coal and Wood in the U.K.
  作者：Robert G. M. Lee、Peter Coleman、Joanne L. Jones、Kevin C. Jones、Rainer Lohmann

  DOI：10.1021/es048745i

  日期：2005.3.1

  fuels. However, their combined emissions from the domestic burning of coal and wood would contribute only a few percent to annual U.K. emission estimates. Emissions of PAHs and PM10 were major contributors to U.K. national emission inventories. Major emissions were found from the domestic burning for Cl1,2,3DFs, while the contribution of PCDD/F-sigmaTEQ to total U.K. emissions was minor.

  本文介绍了当煤和木材经过受控燃烧实验时针对一系列持久性有机污染物（POPs）得出的排放因子（EFs），旨在模拟空间供暖的家庭燃烧。排放了各种各样的持久性有机污染物，煤炭的排放量高于木材的排放量。对于颗粒物，PM10（大约10 g / kg燃料）和多环芳烃（对于sigmaPAHs大约100 mg / kg燃料）获得了最高的EF。对于氯化物，多氯联苯（PCB）的EF最高，而多氯萘（PCN），二苯并-对-二恶英（PCDD）和二苯并呋喃（PCDF）的丰度较低。对于sigmaPCB，EF大约为1000 ng / kg燃料，对于sigmaPCNs大约为100s ng / kg燃料，对于sigmaPCDD / Fs大约为100 ng / kg燃料。该研究证实，一氯化至三氯化二苯并呋喃Cl1,2,3DFs是低温燃烧过程（如煤炭和木材的国内燃烧）的有力指标。结论是，在固体燃料燃烧期间通常形成许多PCB和PC
• The photochemistry of three tetrachloronaphthalenes
  作者：Peter K. Freeman、Gary E. Clapp、Brian K. Stevenson

  DOI：10.1016/s0040-4039(00)93535-4

  日期：1991.10

  The regiochemistry of the photolysis of three tetrachloronaphthalenes is sharply dependent upon the presence of triethylamine. Analysis of the steady state kinetics in the presence and absence of quenchers and triethylamine provides a mechanistic rationale in terms of triplet, triplet excimer, and singlet exciplex.

  三种四氯萘的光解反应的区域化学反应严重取决于三乙胺的存在。在存在和不存在淬灭剂和三乙胺的情况下，对稳态动力学的分析提供了有关三重态，三重态准分子和单重态激基复合物的机械原理。
• Mil'tsov; Karavan; Nikiforov, Russian Journal of Organic Chemistry, 1999, vol. 35, # 5, p. 698 - 702
  作者：Mil'tsov、Karavan、Nikiforov、Tribulovich、Varentsov

  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.

表征谱图