4,4'-Sulfonyldibenzoic Acid: Properties, Uses & FAQs

4,4'-Sulfonyldibenzoic Acid is an aromatic dicarboxylic acid featuring a central sulfonyl (–SO₂–) bridge between two para-substituted benzoic acid units, making it a versatile bifunctional monomer for high-performance polymer and coordination-chemistry research.

CAS Number

2449-05-0

Molecular Formula

C₁₄H₁₀O₆S

Molecular Weight

306.29 g/mol

Appearance

White to off-white crystalline powder

Key Functional Groups

Two carboxylic acids (–COOH) and one sulfonyl group (–SO₂–)

Primary Applications

Polyimide, polyester, metal-organic framework (MOF) synthesis

Aladdin SKU

S133124

Chemical Identity and Structure

4,4'-Sulfonyldibenzoic Acid (CAS 2449-05-0) consists of two benzoic acid moieties connected at their 4-positions through a sulfonyl (–SO₂–) linkage. The molecular formula is C₁₄H₁₀O₆S with a molecular weight of approximately 306.29 g/mol. The sulfonyl bridge imparts significant electron-withdrawing character to the aromatic rings, lowering the pKa of the carboxylic acid groups relative to simple benzoic acid and enhancing the compound's reactivity in condensation and coordination reactions. The rigid, linear geometry of the molecule is particularly valuable in the design of ordered polymer architectures and crystalline porous materials.

Applications in Research and Industry

4,4'-Sulfonyldibenzoic Acid is widely used as a bifunctional monomer in the synthesis of high-performance polymers. Key application areas include:

• Polyimides and polyesters: The two carboxylic acid groups react with diamines or diols under condensation conditions to yield thermally stable polymers. The sulfonyl group improves chain flexibility and, in some membrane applications, contributes to proton conductivity.
• Metal-organic frameworks (MOFs): As a ditopic carboxylate linker, the compound coordinates to metal nodes to form porous coordination networks with potential uses in gas adsorption, separation, and catalysis.
• Coordination chemistry: The compound acts as a bridging ligand in the construction of supramolecular assemblies and coordination polymers.
• Pharmaceutical and fine-chemical intermediates: Sulfonyl-containing diacids serve as building blocks for sulfonamide-type molecules and other bioactive scaffolds.

Its combination of thermal stability, defined geometry, and dual functionality makes it a preferred monomer in academic and applied polymer laboratories.

Handling, Storage, and Safety

Standard laboratory precautions should be observed when handling 4,4'-Sulfonyldibenzoic Acid:

• Storage: Store in a cool, dry, well-ventilated location away from strong oxidizers and bases. Keep the container tightly closed. Room-temperature storage is generally acceptable for the solid form; consult the product SDS for specific conditions.
• Personal protective equipment (PPE): Wear nitrile gloves, a laboratory coat, and safety glasses. Use a dust mask or work in a fume hood when handling fine powder to avoid inhalation of dust.
• Solubility: The compound has limited solubility in water and common non-polar solvents; it dissolves in polar aprotic solvents such as DMSO and DMF, which are typical reaction media for polymerization applications.
• Disposal: Dispose of waste in accordance with local regulations for organic chemical waste.

Always refer to the current Safety Data Sheet (SDS) provided by Aladdin Scientific for authoritative hazard and handling information.

Purity, Grade, and Quality Specifications

Aladdin Scientific supplies 4,4'-Sulfonyldibenzoic Acid (SKU S133124) as a research-grade reagent. Key quality considerations include:

• Purity: Typical purity is verified by HPLC or titration; consult the certificate of analysis (CoA) for the specific lot purchased, as purity specifications may vary by batch.
• Characterization: Identity is confirmed by techniques such as melting point determination, NMR spectroscopy, and IR spectroscopy. The characteristic sulfonyl S=O stretching bands appear in the IR spectrum around 1140–1160 cm⁻¹ and 1290–1320 cm⁻¹.
• Lot-specific CoA: Customers can request a lot-specific certificate of analysis from Aladdin Scientific customer service, which provides actual analytical data including purity, melting point, and water content where applicable.

For demanding applications such as step-growth polymerization or MOF synthesis, verification of purity by independent analytical methods prior to use is recommended, as trace impurities can significantly affect molecular weight distribution or crystal quality.

Ordering and Availability

4,4'-Sulfonyldibenzoic Acid is available from Aladdin Scientific under SKU S133124. To place an order or obtain a quotation:

• Visit the Aladdin Scientific website and search by product name or SKU S133124.
• Select the required pack size and add to cart; volume pricing may be available for larger quantities—contact our sales team for a custom quote.
• For institutional or blanket purchase orders, our procurement team can provide supporting documentation including SDS, CoA, and product specifications.
• Standard shipping terms apply; please refer to Aladdin's shipping and delivery policy for lead times and cold-chain requirements (if any).

If the product is temporarily out of stock, customers are encouraged to use the website's stock-alert function or contact customer service directly to confirm availability and estimated restock dates.

Frequently asked questions

What is the CAS number for 4,4'-Sulfonyldibenzoic Acid?

The CAS registry number for 4,4'-Sulfonyldibenzoic Acid is 2449-05-0. You can use this number to cross-reference the compound in chemical databases and safety literature, and to verify identity against the certificate of analysis.

What solvents can dissolve 4,4'-Sulfonyldibenzoic Acid?

4,4'-Sulfonyldibenzoic Acid has low solubility in water and non-polar organic solvents. It dissolves in polar aprotic solvents such as dimethyl sulfoxide (DMSO) and N,N-dimethylformamide (DMF), which are also commonly used as reaction media in polymerization and MOF synthesis involving this compound. Solubility may be enhanced by warming the solvent or adding base to deprotonate the carboxylic acid groups.

Is 4,4'-Sulfonyldibenzoic Acid suitable for polyimide synthesis?

Yes. 4,4'-Sulfonyldibenzoic Acid is a well-recognized difunctional monomer for the preparation of polyimides and related high-performance polymers. The two carboxylic acid groups participate in condensation reactions with dianhydrides or diamines, while the sulfonyl group contributes to chain flexibility and thermal stability. It is also used in polyester synthesis via reaction with diols under standard polycondensation conditions.

How should 4,4'-Sulfonyldibenzoic Acid be stored?

Store the compound in a tightly sealed container in a cool, dry, and well-ventilated area, away from strong oxidizers and bases. Room-temperature storage is generally suitable for the crystalline solid. Always check the current Safety Data Sheet (SDS) and the product label supplied by Aladdin Scientific for authoritative storage conditions specific to the lot received.

Can 4,4'-Sulfonyldibenzoic Acid be used as a linker in metal-organic frameworks (MOFs)?

Yes. Its two carboxylate groups and rigid linear geometry make 4,4'-Sulfonyldibenzoic Acid a suitable ditopic linker for constructing MOFs and coordination polymers with various metal ions. The sulfonyl oxygen atoms may also participate in secondary interactions within the framework, potentially influencing pore size and adsorption properties. Researchers should optimize solvothermal or hydrothermal synthesis conditions for each target framework.

Where can I obtain the Certificate of Analysis (CoA) for SKU S133124?

The lot-specific Certificate of Analysis for 4,4'-Sulfonyldibenzoic Acid (SKU S133124) can be obtained via the Aladdin Scientific website by entering the lot number, or by contacting Aladdin Scientific customer service directly. The CoA includes analytical data such as purity, melting point, and spectroscopic confirmation of identity.

References

1. Aladdin Scientific product page for 4,4'-Sulfonyldibenzoic Acid, SKU S133124.
2. CAS Registry: 2449-05-0, 4,4'-Sulfonyldibenzoic Acid. Chemical Abstracts Service.
3. General reference on aromatic dicarboxylic acid monomers in high-performance polymer synthesis — textbook-level knowledge; specific citation needed for peer-reviewed source.

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