常见问题(FAQs)

2,3,5,6-Tetrabromо-1,4-dichlorobenzene: Key Facts & FAQs

2,3,5,6-Tetribromo-1,4-dichlorobenzene is a fully ring-substituted, symmetrical polyhalogenated benzene derivative carrying four bromine and two chlorine atoms, making it a valuable electrophilic building block and reference standard in synthetic and analytical chemistry research.

Chemical Name
2,3,5,6-Tetrabromo-1,4-dichlorobenzene
SKU / Catalog Number
T708652
Molecular Formula
C₆Br₄Cl₂
Halogen Substitution Pattern
Symmetrical 1,4-dichloro-2,3,5,6-tetrabromo substitution on benzene ring
Compound Class
Polyhalogenated aromatic hydrocarbon
Supplier
Aladdin Scientific

What Is 2,3,5,6-Tetrabromo-1,4-dichlorobenzene?

2,3,5,6-Tetrabromo-1,4-dichlorobenzene (SKU: T708652) is a symmetrically substituted polyhalogenated benzene in which all six ring positions are occupied by halogen atoms — four bromine substituents at the 2, 3, 5, and 6 positions and two chlorine substituents at the 1 and 4 positions. Its molecular formula is C₆Br₄Cl₂.

The compound belongs to the broader class of polyhalogenated aromatic hydrocarbons (PHAHs). The high degree of halogenation renders the aromatic ring highly electron-deficient, which governs its reactivity profile and physical properties such as elevated melting point and low volatility relative to less-substituted benzene derivatives.

Researchers use this compound as a synthetic intermediate, a model substrate for studying halogen-exchange (Finkelstein-type) reactions on aromatic systems, and as an analytical reference standard for environmental and toxicological studies of halogenated aromatics.

Physical and Chemical Properties

As a perhalogenated benzene derivative, 2,3,5,6-tetrabromo-1,4-dichlorobenzene exhibits several characteristic properties common to this compound class:

  • Appearance: Typically a white to off-white crystalline solid at room temperature.
  • Solubility: Sparingly soluble in water; more soluble in common organic solvents such as chloroform, dichloromethane, and tetrahydrofuran, consistent with its highly nonpolar, halogen-rich structure.
  • Thermal stability: The fully halogenated ring confers good thermal stability; the compound is expected to have a relatively high melting point compared to partially halogenated analogues.
  • Electron deficiency: The combined inductive withdrawal of four Br and two Cl atoms makes the ring highly electron-poor, favouring nucleophilic aromatic substitution (SNAr) reactions rather than electrophilic substitution.

Note: Specific numerical values for melting point, boiling point, and density are not confirmed in the source material and should be verified against the product specification sheet (SDS/TDS) available on the Aladdin Scientific website.

Applications in Research

2,3,5,6-Tetrabromo-1,4-dichlorobenzene finds use across several research domains:

  1. Synthetic chemistry: The compound serves as a precursor or intermediate in the synthesis of more complex polyhalogenated aromatics, including potential pharmaceutical and agrochemical building blocks. Selective halogen–metal exchange at bromine positions (e.g., lithiation) can introduce diverse functional groups.
  2. Materials science: Fully halogenated benzenes are studied as components in organic semiconductors and as precursors to halogen-bonded co-crystals and supramolecular assemblies, where the bromine atoms act as halogen-bond donors.
  3. Analytical reference standards: Polyhalogenated benzenes are used as internal standards or calibrants in gas chromatography–mass spectrometry (GC-MS) methods for environmental monitoring of halogenated pollutants.
  4. Mechanistic studies: This compound is a model substrate for investigating nucleophilic aromatic substitution kinetics and selectivity on electron-deficient rings.

Handling, Safety and Storage

As with all halogenated aromatic compounds, appropriate laboratory safety precautions must be observed when handling 2,3,5,6-tetrabromo-1,4-dichlorobenzene:

  • Personal protective equipment (PPE): Wear chemically resistant gloves, a laboratory coat, and safety glasses. Work in a well-ventilated fume hood to minimise inhalation of dust or vapours.
  • Storage: Store in a tightly sealed container in a cool, dry, well-ventilated area, away from incompatible materials such as strong oxidisers and bases. Keep away from heat and ignition sources.
  • Waste disposal: Dispose of in accordance with local, regional, and national regulations governing halogenated organic waste.
  • SDS: Always consult the current Safety Data Sheet (SDS) supplied by Aladdin Scientific before use. Specific hazard classifications (GHS pictograms, H- and P-statements) should be confirmed from the official SDS for SKU T708652.

Note: Specific GHS hazard category assignments and R/S or H/P statement numbers are not confirmed in the source material; review the official SDS before use.

Ordering and Availability

2,3,5,6-Tetrabromo-1,4-dichlorobenzene is available from Aladdin Scientific under SKU T708652. To place an order or request additional information:

  • Visit the Aladdin Scientific website and search for SKU T708652 or the full IUPAC name.
  • Contact our customer service team for bulk quantities, custom packaging, or certificate-of-analysis requests.
  • Registered account holders can track orders, access invoices, and manage reward points through the online portal.
  • For institutional or procurement enquiries, our sales team can provide formal quotations and assist with purchase order processes.

Purity grade, pack sizes, and pricing are listed on the product detail page and are subject to change; please confirm current specifications at the time of ordering.

Frequently asked questions

What is the molecular formula and structure of 2,3,5,6-tetrabromo-1,4-dichlorobenzene?

The molecular formula is C₆Br₄Cl₂. The compound is a benzene ring with all six positions substituted by halogens: chlorine atoms at the 1 and 4 positions (para to each other) and bromine atoms at the 2, 3, 5, and 6 positions, giving a fully halogenated, centrosymmetric aromatic structure.

Which solvents are recommended for dissolving 2,3,5,6-tetrabromo-1,4-dichlorobenzene?

Based on its highly nonpolar, polyhalogenated structure, this compound is expected to dissolve best in nonpolar to moderately polar organic solvents such as chloroform, dichloromethane, tetrahydrofuran, and toluene. It is sparingly soluble in water. Always verify solubility experimentally for your specific application, and consult the product SDS for SKU T708652.

What are the main applications of 2,3,5,6-tetrabromo-1,4-dichlorobenzene in laboratory research?

This compound is used primarily as a synthetic intermediate for the preparation of complex polyhalogenated aromatics via halogen–metal exchange or nucleophilic aromatic substitution, as a halogen-bond donor in supramolecular chemistry and materials science, and as an analytical reference standard in GC-MS methods for environmental monitoring of halogenated compounds.

How should 2,3,5,6-tetrabromo-1,4-dichlorobenzene be stored to maintain its stability?

Store the compound in a tightly sealed container under cool, dry, and well-ventilated conditions, away from strong oxidising agents, strong bases, heat, and ignition sources. Confirm precise storage temperature requirements and shelf-life recommendations by consulting the official SDS and certificate of analysis for SKU T708652.

How do I order 2,3,5,6-tetrabromo-1,4-dichlorobenzene from Aladdin Scientific?

You can order 2,3,5,6-tetrabromo-1,4-dichlorobenzene directly through the Aladdin Scientific website using SKU T708652. For bulk quantities, custom pack sizes, or formal quotations, please contact the Aladdin Scientific customer service or sales team. Registered users can manage orders and access documentation through their online account portal.

References

  1. Aladdin Scientific product page for 2,3,5,6-Tetrabromo-1,4-dichlorobenzene, SKU T708652.
  2. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 4th ed.; Wiley: New York, 1992. (General reference for nucleophilic aromatic substitution and halogenated aromatic chemistry.)
  3. Metrangolo, P.; Resnati, G. Halogen Bonding: Fundamentals and Applications. Struct. Bond. 2008, 126. (Reference for halogen bonding in polyhalogenated aromatics.)

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.

目录: 常见问题(FAQs)

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阿拉丁科学.《2,3,5,6-Tetrabromо-1,4-dichlorobenzene: Key Facts & FAQs》. 阿拉丁知识库,更新于 2026年9月21日。 https://www.aladdin-e.com/zh_cn/faqs/2-3-5-6-tetrabromo-1-4-dichlorobenzene-faq-en.html
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