2,3,5,6-Tetrabromо-1,4-dichlorobenzene: Properties & Lab FAQ

2,3,5,6-Tetribromo-1,4-dichlorobenzene is a fully ring-substituted, symmetrical polyhalogenated benzene derivative bearing four bromine atoms at the 2, 3, 5, and 6 positions and two chlorine atoms at the 1 and 4 positions, making it a high-density aromatic halide of interest in synthetic and materials chemistry.

Chemical Name

2,3,5,6-Tetrabromo-1,4-dichlorobenzene

Aladdin SKU

T708652

Molecular Formula

C₆Br₄Cl₂

Molecular Weight

465.59 g/mol (calculated from atomic weights: C×6 + Br×4 + Cl×2)

Halogen Count

6 halogens total (4 Br + 2 Cl) on a benzene ring

Symmetry

Para-substituted Cl with tetra-Br at ortho/meta positions; D2h symmetry class

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

2,3,5,6-Tetrabromo-1,4-dichlorobenzene (SKU T708652) is a polychlorinated and polybrominated benzene in which all six ring hydrogen atoms have been replaced by halogen atoms—four bromine atoms occupying positions 2, 3, 5, and 6, and two chlorine atoms at the para positions 1 and 4. The compound belongs to the class of mixed aromatic polyhalides and is structurally related to hexahalobenzenes. Its high degree of halogenation imparts a relatively high molecular weight, elevated melting point (compared with simple benzene), low volatility as a solid, and high electron-withdrawing character across the aromatic ring. These electronic properties make it a useful building block or reference compound in cross-coupling chemistry, materials science, and environmental analytical standard preparation.

The complete halogenation of the ring means there are no aromatic C–H bonds available for electrophilic substitution; reactivity is therefore directed toward nucleophilic aromatic substitution or metal-catalysed cross-coupling at the C–Br and C–Cl bonds.

Handling, Safety and Storage

As with all polybrominated and polychlorinated aromatic compounds, standard laboratory precautions apply when handling 2,3,5,6-tetrabromo-1,4-dichlorobenzene. Personnel should wear appropriate personal protective equipment including nitrile gloves, safety glasses, and a lab coat. Work should be performed in a well-ventilated area or fume hood to minimise dust or vapour inhalation, particularly during weighing.

The compound is a solid at room temperature. It should be stored in a tightly sealed container, away from heat, ignition sources, and incompatible materials such as strong reducing agents and reactive metals. A cool, dry environment is recommended. Consult the Safety Data Sheet (SDS) supplied by Aladdin Scientific for specific hazard classifications, first-aid measures, and disposal guidance applicable to your jurisdiction before use.

Note: Specific GHS hazard categories, flash-point data, and LD₅₀ values are not reproduced here; refer to the current SDS (available on the Aladdin Scientific product page for T708652) for authoritative safety data.

Applications in Research

2,3,5,6-Tetrabromo-1,4-dichlorobenzene serves several roles in research and synthesis:

• Cross-coupling substrate: The multiple C–Br bonds can participate in palladium- or nickel-catalysed Suzuki, Stille, or Kumada coupling reactions, enabling stepwise or simultaneous introduction of aryl, vinyl, or alkyl groups to build complex polyaryl architectures.
• Nucleophilic aromatic substitution: The strongly electron-withdrawing halogen substituents activate the ring toward SNAr with suitable nucleophiles such as alkoxides or amines under forcing conditions.
• Materials and polymer chemistry: Fully halogenated benzene cores are used as nodes in the construction of porous organic frameworks, halogen-bonding assemblies, and flame-retardant materials.
• Analytical reference standard: Polybrominated/polychlorinated benzenes are structurally similar to regulated environmental contaminants; such compounds can serve as reference or surrogate standards in method development for environmental analysis.

Researchers should independently evaluate suitability for specific applications, as published literature specific to this exact compound may be limited.

Ordering and Availability from Aladdin Scientific

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

1. Search for the SKU or the full IUPAC name on the Aladdin Scientific website.
2. Select the required pack size and confirm purity specification on the product detail page.
3. Add to cart and proceed through checkout; institutional purchase-order and credit-card payment options are supported.
4. For bulk quantities, custom pack sizes, or certificate-of-analysis requests, contact Aladdin Scientific customer service directly.

Lead times, pricing, and available pack sizes are subject to change; please check the current product page for up-to-date information. Export regulations applicable to halogenated aromatic compounds may apply depending on destination country—verify compliance before ordering internationally.

Purity, Specifications and Quality Assurance

Aladdin Scientific provides reagents with defined purity specifications to support reproducible research outcomes. For SKU T708652, the purity grade and analytical specification details are listed on the product page. Typical characterisation methods for compounds of this class include:

• Gas chromatography (GC) or HPLC for purity determination
• ¹H and ¹³C NMR / ¹H-decoupled ¹³C NMR — note that full ring halogenation means the ¹H NMR spectrum will show no aromatic proton signals; identity confirmation relies on mass spectrometry and ¹³C NMR
• Mass spectrometry (MS) for molecular ion confirmation and isotope pattern verification (characteristic bromine isotope clusters)
• Elemental analysis for C, H (none expected), and halogen content

A Certificate of Analysis (CoA) is available upon request for each lot. Contact Aladdin Scientific customer service with your lot number to obtain the CoA. Specific purity values for individual lots are not published here; please refer to the CoA or product page for lot-specific data.

Frequently asked questions

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

The molecular formula is C₆Br₄Cl₂, with a calculated molecular weight of approximately 465.59 g/mol based on standard atomic weights. Because all six ring positions are occupied by halogens, there are no hydrogen atoms in the molecule.

How should 2,3,5,6-tetrabromo-1,4-dichlorobenzene be stored in the laboratory?

Store the compound in a tightly sealed container in a cool, dry location away from heat sources, ignition sources, and incompatible materials such as strong reducing agents and reactive metals. Always consult the current Safety Data Sheet (SDS) for SKU T708652 available on the Aladdin Scientific product page for specific storage and hazard guidance.

Which Aladdin Scientific SKU should I order for 2,3,5,6-tetrabromo-1,4-dichlorobenzene?

The correct SKU is T708652. You can search this code directly on the Aladdin Scientific website to view current pricing, available pack sizes, purity specification, and to add the product to your cart.

What analytical methods can confirm the identity and purity of this compound?

Because the molecule contains no aromatic hydrogen atoms, ¹H NMR cannot be used for identity confirmation in the usual way; instead, ¹³C NMR and high-resolution mass spectrometry (which reveals the characteristic multi-bromine isotope pattern) are the primary identification tools. Purity is typically assessed by GC or HPLC, and elemental analysis can confirm halogen content.

Can 2,3,5,6-tetrabromo-1,4-dichlorobenzene be used in palladium-catalysed cross-coupling reactions?

Yes, the multiple C–Br bonds present in this compound are reactive handles for palladium-catalysed cross-coupling reactions such as Suzuki–Miyaura, Stille, or Kumada couplings. The C–Cl bonds are comparatively less reactive under standard conditions but can be engaged with more active catalyst systems. Researchers should optimise reaction conditions for their specific target transformation.

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 cross-coupling reactivity of aryl halides.)
3. Negishi, E. (Ed.) Handbook of Organopalladium Chemistry for Organic Synthesis; Wiley-Interscience: New York, 2002. (Reference for palladium-catalysed cross-coupling with aryl halides.)

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