1,6,7-三氯萘 | 55720-39-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,6,7-三氯萘
• 英文名称: 1,6,7-trichloronaphthalene
• 英文别名: 2,3,5-trichloronaphthalene；PCN-25；1,6,7-trichloro-naphthalene；1,6,7-Trichlor-naphthalin；1,6,7-Trichlornaphthalin
• CAS: 55720-39-3
• 化学式: C₁₀H₅Cl₃
• 分子量: 231.509
• InChiKey: FUEZTEBYLIMNHN-UHFFFAOYSA-N

物化性质

• 保留指数：
  1794.7

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 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：

  1,6,7-三氯萘 在 二硫化碳 、 chlorosulphuric acid 作用下， 生成 4,6,7-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 1,6,7-三氯萘
  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

• 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。
• Aurated Aryl Cations as Halogen Abstractors – Easy Access to 1-Halogenated Naphthalenes
  作者：Michael Schukin、Thomas Wurm、Janina Bucher、Martin C. Dietl、Caroline J. Aschendorf、Matthias Rudolph、Frank Rominger、Jürgen Graf、A. Stephen K. Hashmi

  DOI：10.1021/acscatal.3c03907

  日期：2024.2.2

  1,5-Diynes bearing two terminal alkyne functionalities are converted into highly reactive naphthyl cation intermediates by a gold(I) catalyst with a sterically demanding ligand. This highly electrophilic intermediate is utilized for the abstraction of halogens from appropriate solvents (e.g., DCE).

  带有两个末端炔烃官能团的 1,5-二炔通过具有空间要求配体的金 (I) 催化剂转化为高反应性萘基阳离子中间体。这种高度亲电子的中间体用于从适当的溶剂（例如 DCE）中提取卤素。
• Armstrong; Wynne, Chemical news and journal of industrial science, 1895, vol. 71, p. 253
  作者：Armstrong、Wynne

  DOI：——

  日期：——
• Armstrong; Wynne, Chemical news and journal of industrial science, 1890, vol. 61, p. 273
  作者：Armstrong、Wynne

  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：——