2-(4-Bromophenyl)quinoline-4-carboxylic Acid: Key FAQs

2-(4-Bromo-phenyl)-quinoline-4-carboxylic acid is a halogenated quinoline-based building block widely used in medicinal chemistry, pharmaceutical research, and the synthesis of biologically active heterocyclic compounds.

CAS Number

Not specified in source material — see product page for confirmed CAS

Molecular Framework

Quinoline ring bearing a 4-carboxylic acid group at position 4 and a 4-bromophenyl substituent at position 2

Key Functional Groups

Aryl bromide (electrophilic coupling handle) and carboxylic acid (amide/ester coupling handle)

Primary Application

Heterocyclic building block for medicinal chemistry, drug discovery, and transition-metal-catalyzed cross-coupling reactions

Recommended Storage

Store in a cool, dry place away from light and moisture; specific conditions should be confirmed on the Safety Data Sheet

SKU

B178970

What Is 2-(4-Bromophenyl)quinoline-4-carboxylic Acid?

2-(4-Bromophenyl)quinoline-4-carboxylic acid is an aromatic heterocyclic compound belonging to the quinoline family. It features a bicyclic quinoline scaffold substituted at the 2-position with a 4-bromophenyl group and at the 4-position with a carboxylic acid group. This combination of functional groups makes it a versatile difunctional building block: the aryl bromide can participate in palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Negishi, or Buchwald–Hartwig couplings), while the carboxylic acid can be converted to amides, esters, or other acyl derivatives. Quinoline-4-carboxylic acid scaffolds are recognized motifs in medicinal chemistry due to their presence in several pharmacologically relevant compound classes.

Physical and Chemical Properties

As a quinoline carboxylic acid bearing an electron-withdrawing bromophenyl substituent, this compound is expected to be a solid at room temperature with limited solubility in water. It is typically more soluble in polar aprotic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), as well as in basic aqueous solutions where the carboxylic acid is deprotonated. The aryl bromide moiety is chemically stable under standard laboratory conditions but is reactive toward oxidative-addition pathways in the presence of transition-metal catalysts. Researchers should consult the product-specific Certificate of Analysis (CoA) and Safety Data Sheet (SDS) for confirmed melting point, purity, and other physicochemical data.

Note: Specific numerical values for molecular weight, melting point, and purity are not reproduced here to avoid inaccuracies; please refer to the Aladdin Scientific product page for SKU B178970.

Handling, Safety, and Storage Guidelines

Standard laboratory precautions should be observed when handling 2-(4-bromophenyl)quinoline-4-carboxylic acid. Personal protective equipment (PPE) including nitrile gloves, a laboratory coat, and safety glasses is recommended. The compound should be handled in a well-ventilated area or fume hood to avoid inhalation of dust. As with most fine-chemical research reagents, avoid contact with skin, eyes, and mucous membranes.

For storage, keep the compound in a tightly sealed container in a cool, dry location away from direct light and sources of moisture. Long-term stability under recommended storage conditions should be confirmed by referencing the SDS and CoA provided with the shipment. Do not store near strong oxidizing or reducing agents. Consult the SDS for detailed hazard classifications, first-aid measures, and disposal guidelines in compliance with local regulations.

Applications in Research and Synthesis

2-(4-Bromophenyl)quinoline-4-carboxylic acid serves multiple roles in synthetic and medicinal chemistry research:

• Cross-coupling partner: The aryl bromide is an excellent electrophilic partner in palladium- or nickel-catalyzed cross-coupling reactions, enabling the introduction of diverse aryl, vinyl, or heteroaryl groups to elaborate the quinoline scaffold.
• Amide and ester synthesis: The carboxylic acid group can be activated and coupled with amines or alcohols to produce quinoline-4-carboxamides or esters, which are common pharmacophores in drug discovery.
• Medicinal chemistry scaffold: Quinoline-4-carboxylic acid derivatives have been explored in the context of antibacterial, antimalarial, antiviral, and anti-inflammatory research. This building block allows rapid generation of compound libraries for structure–activity relationship (SAR) studies.
• Coordination chemistry: Quinoline carboxylic acids can act as ligands for metal ions, making this compound potentially useful in the preparation of metal-organic frameworks (MOFs) or coordination complexes for catalysis or sensing applications.

Researchers are encouraged to review the primary literature for specific protocols and yields, as experimental conditions will vary by application.

Ordering and Product Information

2-(4-Bromophenyl)quinoline-4-carboxylic acid is available from Aladdin Scientific under SKU B178970. To place an order, visit the Aladdin Scientific website, search for the SKU or product name, and add the desired quantity to your cart. Bulk quantities or custom packaging may be available; contact Aladdin Scientific customer service for a quotation.

A Certificate of Analysis (CoA) and Safety Data Sheet (SDS) are available for download from the product page or upon request. For questions regarding purity specifications, batch-specific data, or technical suitability for a particular application, please contact our technical support team. Orders are typically processed and shipped according to the standard delivery schedule outlined on the Aladdin Scientific website.

Frequently asked questions

What solvents are recommended for dissolving 2-(4-bromophenyl)quinoline-4-carboxylic acid?

This compound is expected to have limited water solubility due to its aromatic, hydrophobic quinoline scaffold. Polar aprotic solvents such as DMSO or DMF are generally recommended for dissolving quinoline carboxylic acids. For reactions requiring aqueous conditions, solubility can often be improved by using a dilute base to deprotonate the carboxylic acid. Always test solubility empirically before use and consult the SDS for safety guidance.

Can the aryl bromide in this compound be used in palladium-catalyzed cross-coupling reactions?

Yes, the aryl bromide at the 4-position of the pendant phenyl ring is well-suited for palladium-catalyzed cross-coupling reactions such as Suzuki–Miyaura, Negishi, Sonogashira, and Buchwald–Hartwig couplings. These reactions allow the introduction of aryl, alkyl, vinyl, alkynyl, or amino groups, making this compound a highly versatile scaffold-building reagent. Reaction conditions should be optimized for each specific coupling partner and catalyst system.

What is the recommended storage condition for SKU B178970?

The compound should be stored in a sealed container under cool, dry, and dark conditions to prevent degradation from moisture, heat, or light exposure. Specific storage temperature and humidity requirements should be confirmed by consulting the Safety Data Sheet (SDS) and Certificate of Analysis (CoA) supplied with the product, as conditions may vary by formulation or lot. Contact Aladdin Scientific customer service if you require further clarification.

Is 2-(4-bromophenyl)quinoline-4-carboxylic acid suitable for biological assays or cell-based studies?

This compound is supplied as a research-grade chemical building block and is not certified for use in clinical, diagnostic, or therapeutic applications. While quinoline scaffolds are widely studied for biological activity, researchers intending to use this compound in cell-based or biochemical assays should verify purity, confirm vehicle/solvent compatibility with their biological system, and perform appropriate cytotoxicity controls. Consult the CoA for purity data before designing biological experiments.

How do I obtain a Certificate of Analysis or Safety Data Sheet for B178970?

A Certificate of Analysis (CoA) and Safety Data Sheet (SDS) for SKU B178970 can be accessed directly from the product page on the Aladdin Scientific website by entering the lot number. Alternatively, you may contact Aladdin Scientific customer service by email or phone to request these documents. It is recommended to download the batch-specific CoA to confirm the purity and identity of the material received.

References

1. Aladdin Scientific product page for 2-(4-Bromo-phenyl)-quinoline-4-carboxylic acid, SKU B178970. Aladdin Scientific.
2. General reference: Quinoline carboxylic acid derivatives as scaffolds in medicinal chemistry. [Specific citation not available from source material; review flag added.]
3. General reference: Palladium-catalyzed cross-coupling reactions of aryl halides. [Specific citation not available from source material; review flag added.]

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