1,4,5-三氯萘 | 2437-55-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,4,5-三氯萘
• 中文别名: 1-(1-羟基苯基)-3-(4-甲氧苯基)丙烷-1,3-二酮
• 英文名称: 1,4,5-trichloronaphthalene
• 英文别名: PCN 23；PCN-23；1,4,5-trichloro-naphthalene；1,4,5-Trichlor-naphthalin
• CAS: 2437-55-0
• 化学式: C₁₀H₅Cl₃
• 分子量: 231.509
• InChiKey: VQSNXLCFFHGXTI-UHFFFAOYSA-N

物化性质

• 保留指数：
  1816.5

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 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

安全信息

• 海关编码：
  2903999090

反应信息

• 作为反应物：
  描述：

  1,4,5-三氯萘 在 硝酸 作用下， 生成 3,6-二氯邻苯二甲酸
  参考文献：
  名称：

  Atterberg, Bulletin de la Societe Chimique de France, 1877, vol. <2> 27, p. 409

  摘要：

  DOI：
• 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 1,4,5-三氯萘
  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

• 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
• NAPHTHOBISCHALCOGENADIAZOLE DERIVATIVE AND PRODUCTION METHOD THEREFOR
  申请人：OSAKA UNIVERSITY

  公开号：US20190337966A1

  公开（公告）日：2019-11-07

  In order to provide a naphthobischalcogenadiazole derivative that can be used as an intermediate for producing a naphthobischalcogenadiazole compound into which a fluorine atom has been introduced, the naphthobischalcogenadiazole derivative in accordance with an aspect of the present invention is represented by a formula (I): where each of A 1 and A 2 is independently an oxygen atom, a sulfur atom, a selenium atom, or a tellurium atom; and each of X 1 and X 2 is independently a hydrogen atom, a halogen atom, a boronic acid group, a boronic acid ester group, a boronic acid diaminonaphthalene amide group, an N-methyliminodiacetic acid boronate group, a trifluoroborate salt group, or a triolborate salt group.

  为了提供一种可用作生产引入氟原子的萘基双硫/硒/碲-二唑化合物的中间体的萘基双硫/硒/碲-二唑衍生物，本发明的一个方面提供的萘基双硫/硒/碲-二唑衍生物由式(I)表示：其中，A1和A2分别独立地为氧原子、硫原子、硒原子或碲原子；X1和X2分别独立地为氢原子、卤素原子、硼酸基、硼酸酯基、硼酸二氨基萘酰胺基、N-甲基亚乙二酸硼酸酯基、三氟硼酸盐基或三羟基硼酸盐基。
• 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。
• Naphthobischalcogenadiazole derivative and production method therefor
  申请人：OSAKA UNIVERSITY

  公开号：US10793584B2

  公开（公告）日：2020-10-06

  In order to provide a naphthobischalcogenadiazole derivative that can be used as an intermediate for producing a naphthobischalcogenadiazole compound into which a fluorine atom has been introduced, the naphthobischalcogenadiazole derivative in accordance with an aspect of the present invention is represented by a formula (I): where each of A1 and A2 is independently an oxygen atom, a sulfur atom, a selenium atom, or a tellurium atom; and each of X1 and X2 is independently a hydrogen atom, a halogen atom, a boronic acid group, a boronic acid ester group, a boronic acid diaminonaphthalene amide group, an N-methyliminodiacetic acid boronate group, a trifluoroborate salt group, or a triolborate salt group.

  为了提供一种萘二异噻二唑衍生物，该衍生物可用作生产引入了氟原子的萘二 异噻二唑化合物的中间体，根据本发明的一个方面，萘二异噻二唑衍生物由式 (I) 表示： 其中，A1 和 A2 各自独立地为氧原子、硫原子、硒原子或碲原子；X1 和 X2 各自独立地为氢原子、卤素原子、硼酸基团、硼酸酯基团、硼酸二氨基萘酰胺基团、N-甲基二乙酸硼酸盐基团、三氟硼酸盐基团或三硼酸盐基团。