Α,Α,Α',Α',4,5-六溴邻二甲苯 | 13209-20-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: Α,Α,Α',Α',4,5-六溴邻二甲苯
• 中文别名: α，α，α'，α'，4,5-六溴邻二甲苯；α,α,α',α',4,5-六溴邻二甲苯；Alpha,Alpha,Alpha’,Alpha’,4,5-六溴邻二甲苯
• 英文名称: 1,2-dibromo-4,5-bis(dibromomethyl)benzene
• 英文别名: α,α,α',α',4,5-hexabromo-o-xylene
• CAS: 13209-20-6
• 化学式: C₈H₄Br₆
• 分子量: 579.544
• InChiKey: QPLVNMIEWOGDBY-UHFFFAOYSA-N

物化性质

• 熔点：
  135 °C
• 沸点：
  472.9±40.0 °C(Predicted)
• 密度：
  2.777±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2903999090
• 储存条件：
  室温且干燥环境下使用。

SDS

α,α,α',α',4,5-Hexabromo-o-xylene Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: α,α,α',α',4,5-Hexabromo-o-xylene


Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Acute toxicity (Oral) Category 4
Acute toxicity (Dermal) Category 4
Acute toxicity (Inhalation) Category 4
Skin corrosion/irritation Category 1C
Serious eye damage/eye irritation Category 1
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Hazard statements Harmful if swallowed, in contact with skin or if inhaled
Causes severe skin burns and eye damage
Precautionary statements:
[Prevention] Do not breathe dust/fume/gas/mist/vapours/spray.
Use only outdoors or in a well-ventilated area.
Do not eat, drink or smoke when using this product.
Wash hands thoroughly after handling.
Wear protective gloves and eye/face protection.
[Response] IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for
breathing. Call a POISON CENTER or doctor/physician if you feel unwell.
IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse
skin with water/shower.
Wash contaminated clothing before reuse.
Immediately call a POISON CENTER or doctor/physician.
Store locked up.
[Storage]
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.
α,α,α',α',4,5-Hexabromo-o-xylene

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance
Substance/mixture:
Components: α,α,α',α',4,5-Hexabromo-o-xylene
>96.0%(GC)
Percent:
CAS Number: 13209-20-6
Chemical Formula: C8H4Br6

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Section 4. FIRST AID MEASURES
Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Inhalation:
Immediately call a POISON CENTER or doctor/physician.
Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
Skin contact:
soap and water. Immediately call a POISON CENTER or doctor/physician.
Rinse cautiously with water for several minutes. Remove contact lenses, if present
Eye contact:
and easy to do. Continue rinsing.Immediately call a POISON CENTER or
doctor/physician.
Ingestion: Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT
induce vomiting.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Dry chemical, foam, water spray, carbon dioxide.
Suitable extinguishing
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use extra personal protective equipment (P3 filter respirator for toxic particles). Keep
protective equipment and people away from and upwind of spill/leak. Entry to non-involved personnel should
emergency procedures: be controlled around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a closed system if possible. Use a local exhaust if dust or aerosol will be
generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
α,α,α',α',4,5-Hexabromo-o-xylene

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Personal protective equipment
Respiratory protection: Dust respirator, self-contained breathing apparatus(SCBA), supplied air respirator,
etc. Use respirators approved under appropriate government standards and follow
local and national regulations.
Hand protection: Impervious gloves.
Eye protection: Safety goggles. A face-shield, if the situation requires.
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Powder
White - Very pale yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:135°C
No data available
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
No data available
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Hydrogen bromide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
α,α,α',α',4,5-Hexabromo-o-xylene

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Section 12. ECOLOGICAL INFORMATION
No data available
Henry's Law
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
8: Corrosive.
Hazards Class:
UN-No: 1759
Corrosive solid, n.o.s.
Proper shipping name:
Packing group: III

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  Α,Α,Α',Α',4,5-六溴邻二甲苯 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 2,3,6-Tricyannaphthalin
  参考文献：
  名称：

  Hanack, Michael; Grosshans, Ronald, Chemische Berichte, 1992, vol. 125, # 5, p. 1243 - 1248

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-二溴-4,5-双(溴甲基)苯 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 5.0h， 以80%的产率得到Α,Α,Α',Α',4,5-六溴邻二甲苯
  参考文献：
  名称：

  Freyer, W.; Minh, Le Quoc, Journal fur praktische Chemie (Leipzig 1954), 1987, vol. 329, # 2, p. 365 - 373

  摘要：

  DOI：

文献信息

• Synthesis and investigation of spectral and electrochemical properties of alkyl-substituted planar binuclear phthalocyanine complexes sharing a common naphthalene ring
  作者：Tatiana V. Dubinina、Aleksey V. Ivanov、Natalia E. Borisova、Stanislav A. Trashin、Stanislav I. Gurskiy、Larisa G. Tomilova、Nikolay S. Zefirov

  DOI：10.1016/j.ica.2010.02.011

  日期：2010.5

  -butyl-substituted planar binuclear phthalocyanines sharing a common naphthalene ring with Mg as a central metal were synthesized with high yields and characterized by UV/Vis spectra, luminescence spectra, NMR, electrochemical, and spectroelectrochemical measurements. On the base of these complexes, the metal-free phthalocyanine ligands and the series of binuclear phthalocyanine complexes of rare earth elements

  摘要合成了以Mg为中心金属共用萘环的六叔丁基和十二烷基正丁基取代的平面双核酞菁，并通过UV / Vis光谱，发光光谱，NMR，电化学和光谱电化学表征测量。在这些配合物的基础上，合成了无金属的酞菁配体和一系列稀土元素（REE）双核酞菁配合物。获得的所有化合物均显示三核酞菁具有近855 nm的强烈近红外吸收。通过加入乙二醇作为分解剂，可以实现NMR光谱分辨率的关键提高。氧化过程中的光谱电化学测量显示在709和800 nm处吸光度发生可逆变化。
• COMPOUND AND POLYMER COMPOUND CONTAINING THE COMPOUND
  申请人：JAPAN SCIENCE AND TECHNOLOGY AGENCY

  公开号：US20210002284A1

  公开（公告）日：2021-01-07

  Provided is a compound having higher fluorescence quantum yield and higher optical stability than a conventional FLAP and a polymer compound containing the compound. A: seven or eight-membered ring structure, Y 1 ,Y 2 ,Y 3 : halogen atom or the like, a1: number of Y 1 , a2: number of Y 2 , B: number of Y 3 , 0≤m and n≤3: when 1≤m≤3, Y 1 may be substituted with a structure portion defined by m, when 1≤n≤3, Y 2 may be substituted with a structure portion defined by n, and B 1 , B 2 : Formulas (2-1) to (2-3). C 1 , C 2 , C 3 : structure containing a cyclic hydrocarbon compound, D 1 , D 2 , D 3 : substructure that inhibits aggregation, E 1 , E 2 , E 3 : polymerizable substructure, Z 1 : hydrogen atom or the like, c: number of substituent groups Z 1 , Z 2 , Z 3 : hydrogen atom or the like, and may form a ring with C 2 .

  提供了一种具有比传统FLAP具有更高荧光量子产率和更高光学稳定性的化合物，以及含有该化合物的聚合物化合物。A：七元或八元环结构，Y1，Y2，Y3：卤素原子或类似物，a1：Y1的数量，a2：Y2的数量，B：Y3的数量，0≤m和n≤3：当1≤m≤3时，Y1可能被定义为m的结构部分替代，当1≤n≤3时，Y2可能被定义为n的结构部分替代，B1，B2：公式（2-1）至（2-3）。C1，C2，C3：含有环烃化合物的结构，D1，D2，D3：抑制聚集的亚结构，E1，E2，E3：可聚合的亚结构，Z1：氢原子或类似物，c：取代基Z1的数量，Z2，Z3：氢原子或类似物，可能与C2形成环。
• On-Surface Cyclization of <i>ortho</i>-Dihalotetracenes to Four- and Six-Membered Rings
  作者：Carlos Sánchez-Sánchez、Adrien Nicolaï、Frédéric Rossel、Jinming Cai、Junzhi Liu、Xinliang Feng、Klaus Müllen、Pascal Ruffieux、Roman Fasel、Vincent Meunier

  DOI：10.1021/jacs.7b10026

  日期：2017.12.6

  We report on the surface-catalyzed formal [2+2] and [2+2+2] cycloadditions of ortho-activated tetracene species on a Ag(111) substrate under ultrahigh vacuum conditions. Three different products are obtained: tetracene dimers, trimers, and tetramers. The former results from the formation of a four-membered ring while the other two arise from cyclization into six-membered rings. These on-surface reactions

  我们报告了在超高真空条件下在 Ag(111) 基材上的邻位活化并四苯物种的表面催化形式 [2+2] 和 [2+2+2] 环加成反应。获得三种不同的产物：并四苯二聚体、三聚体和四聚体。前者由四元环的形成产生，而另外两个由环化成六元环产生。这些表面反应已通过扫描隧道显微镜进行监测，并通过密度泛函理论计算进行合理化。我们的方法基于邻位二卤前体单体通过形式环加成的反应，为表面合成的高活性领域建立了一种额外的方法，并能够开发新型一维和二维共价碳纳米结构。
• Synthesis of Substituted Dibenz[<i>a</i>,<i>c</i>]anthracenes and an Investigation of Their Liquid-Crystalline Properties
  作者：Katie M. Psutka、Joshua Williams、Joseph A. Paquette、Oliver Calderon、Kevin J. A. Bozek、Vance E. Williams、Kenneth E. Maly

  DOI：10.1002/ejoc.201403504

  日期：2015.3

  We report the synthesis of a series of 2,3,5,6-tetraalkoxydibenz[a,c]anthracenes bearing substituents (H, OCH3, or CN) in the 11- and 12-positions and an investigation of their liquid-crystalline properties. The synthesis involved Suzuki coupling of the appropriate dibromonaphthalene and boronate ester, followed by an oxidative cyclization. Compounds 4 and 5, bearing OCH3 and H, respectively, do not

  我们报告了一系列在 11 位和 12 位带有取代基（H、OCH3 或 CN）的 2,3,5,6-四烷氧基二苯并 [a,c] 蒽的合成及其液晶性质的研究. 合成涉及适当的二溴萘和硼酸酯的 Suzuki 偶联，然后是氧化环化。分别带有 OCH3 和 H 的化合物 4 和 5 不显示任何液晶特性。相比之下，带有氰基的化合物 6a-c 组装成柱状中间相，这表明吸电子基团对于促进柱状中间相组装很重要。XRD 分析表明，化合物 6b 呈现柱状六方相，而化合物 6a 和 6c 呈现柱状矩形相。
• Flapping Peryleneimide as a Fluorogenic Dye with High Photostability and Strong Visible‐Light Absorption
  作者：Ryo Kimura、Hikaru Kuramochi、Pengpeng Liu、Takuya Yamakado、Atsuhiro Osuka、Tahei Tahara、Shohei Saito

  DOI：10.1002/anie.202006198

  日期：2020.9.14

  of the peryleneimide moieties. However, the FL quantum yield is remarkably improved with a prolonged lifetime upon a slight environmental change. This fluorogenic function is realized by sensitive π‐conjugation design, as a more π‐expanded analogue does not show the planarization dynamics. With strong visible‐light absorption, the FL lifetime response synchronized with the flexible flapping motion

  具有灵活的8π环的拍打荧光团（FLAP）作为一种通用的光功能系统迅速受到关注。在这里，我们报道了一种高度光稳定的“拍打per酰亚胺”，它具有基于S 1激发态从弯曲到平面构象变化的前所未有的荧光机理。S 1平面化引起电子构型转换，几乎淬灭了ylene酰亚胺部分的固有荧光（FL）。但是，在轻微的环境变化下，FL量子产率显着提高，寿命延长。这种荧光功能是通过敏感的π共轭设计实现的，因为更多的π扩展类似物没有显示平面化动力学。通过强大的可见光吸收，FL寿命响应与灵活的拍打运动同步，对于诸如FL寿命成像显微镜（FLIM）之类的最新光学技术很有用。