5-(4-Bromophenyl)oxazole-2-propionic Acid: FAQs

5-(4-Bromophenyl)oxazole-2-propionic acid is a brominated aryl-oxazole heterocyclic compound serving as a versatile synthetic building block and research reagent for medicinal chemistry and organic synthesis applications.

Product SKU

B168859

Chemical Name

5-(4-Bromophenyl)oxazole-2-propionic acid

Core Functional Groups

Oxazole ring, aryl bromide, carboxylic acid

Primary Use

Synthetic building block in medicinal and heterocyclic chemistry

Key Reactivity

Aryl bromide suitable for cross-coupling; carboxylic acid available for amide/ester formation

Storage Recommendation

Store in a cool, dry, well-ventilated area away from light and moisture

Chemical Identity and Structure

5-(4-Bromophenyl)oxazole-2-propionic acid (Aladdin SKU: B168859) is a heterocyclic organic compound featuring a 1,3-oxazole ring substituted at the 5-position with a 4-bromophenyl group and bearing a propionic acid (2-carboxyethyl) chain at the 2-position. The oxazole ring is an aromatic five-membered heterocycle containing one oxygen and one nitrogen atom, conferring notable stability and planarity to the core scaffold.

The molecule thus combines three distinct functional handles: (1) the electron-deficient oxazole aromatic system, (2) a para-brominated phenyl group amenable to transition-metal-catalyzed cross-coupling reactions, and (3) a terminal carboxylic acid group available for further derivatization via amide bond formation, esterification, or reduction.

Physicochemical Properties and Solubility

As a crystalline solid, 5-(4-Bromophenyl)oxazole-2-propionic acid possesses moderate molecular weight consistent with a mono-brominated aryl oxazole bearing a short alkyl acid chain. The presence of the carboxylic acid group allows hydrogen-bond donation and acceptance, while the bromophenyl-oxazole core is largely lipophilic.

Solubility guidance: The compound is expected to dissolve readily in polar aprotic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). Solubility in lower alcohols (methanol, ethanol) is anticipated to be moderate. Aqueous solubility is limited at neutral pH but may improve under basic conditions due to deprotonation of the carboxylic acid. Researchers are advised to prepare fresh stock solutions in DMSO and perform dilution immediately before use.

Note: Exact physicochemical values (melting point, logP, pKa) are not specified in the supplied source material. Please consult the product Certificate of Analysis (CoA) or contact Aladdin Scientific technical support for confirmed data.

Handling, Storage, and Safety

Storage: Store 5-(4-Bromophenyl)oxazole-2-propionic acid in a tightly sealed container in a cool, dry, well-ventilated area, protected from light and moisture. Refrigerated storage (2–8 °C) is generally recommended for long-term stability of sensitive oxazole derivatives, though users should verify the specific recommendation on the product label or CoA.

Handling: Follow standard laboratory safety practices. Wear appropriate personal protective equipment (PPE) including chemical-resistant gloves, safety glasses, and a laboratory coat. Avoid inhalation of dust or aerosols. Work in a fume hood when handling powders or preparing concentrated solutions. Wash hands thoroughly after handling.

Disposal: Dispose of waste material in accordance with applicable local, regional, and national regulations governing chemical waste.

Safety Data Sheet (SDS): Always consult the current SDS for complete hazard and first-aid information before use. Contact Aladdin Scientific to obtain the most up-to-date SDS for B168859.

Research Applications

5-(4-Bromophenyl)oxazole-2-propionic acid is primarily valued as a multi-functional synthetic building block in organic and medicinal chemistry research. Its key application areas include:

• Cross-coupling chemistry: The aryl bromide moiety is an excellent electrophilic partner for palladium- or nickel-catalyzed reactions such as Suzuki–Miyaura, Negishi, Heck, and Buchwald–Hartwig couplings, enabling rapid diversification of the scaffold.
• Amide and ester synthesis: The carboxylic acid terminus can be activated (e.g., via NHS ester, acid chloride, or coupling reagents such as HATU/EDC) to form amide bonds with amines or ester bonds with alcohols, facilitating the construction of more complex target molecules.
• Heterocyclic scaffold elaboration: The oxazole ring itself may serve as a privileged scaffold in drug discovery programs targeting a variety of biological pathways; bromophenyl-oxazole motifs appear in diverse bioactive compound libraries.
• Probe and linker synthesis: The dual electrophilic/nucleophilic handle design makes this compound useful as a bifunctional linker or pharmacophore fragment in chemical biology and proteomics probe development.

Researchers are encouraged to consult primary literature for specific protocols employing aryl-oxazole building blocks analogous to B168859.

Ordering and Quality Information

SKU: B168859 — 5-(4-Bromophenyl)oxazole-2-propionic acid is available exclusively through Aladdin Scientific. To place an order, visit the Aladdin Scientific website, search by SKU B168859, or contact your local Aladdin representative.

Quality and Purity: All Aladdin Scientific reagents are supplied with a Certificate of Analysis (CoA) confirming identity and purity by appropriate analytical methods (e.g., HPLC, NMR, or mass spectrometry). Specific purity grade information for B168859 should be confirmed via the current CoA available on the product page or upon request.

Packaging and Quantities: Available pack sizes are listed on the product page. Custom quantities may be available; contact Aladdin Scientific sales for inquiry.

Technical Support: For application-specific guidance, solubility troubleshooting, or SDS requests, contact Aladdin Scientific technical support through the website or by email.

Frequently asked questions

What is 5-(4-Bromophenyl)oxazole-2-propionic acid used for in research?

This compound is primarily used as a versatile synthetic building block in medicinal and organic chemistry. The aryl bromide group enables palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Heck), while the carboxylic acid allows amide or ester bond formation, making it useful for constructing complex heterocyclic target molecules and chemical biology probes.

What solvents are recommended for dissolving 5-(4-Bromophenyl)oxazole-2-propionic acid?

The compound is expected to dissolve well in polar aprotic solvents such as DMSO and DMF. Moderate solubility is anticipated in lower alcohols such as methanol and ethanol. Aqueous solubility is limited at neutral pH but may improve under basic conditions. It is recommended to prepare stock solutions in DMSO and dilute immediately before use.

How should 5-(4-Bromophenyl)oxazole-2-propionic acid (B168859) be stored?

Store the compound in a tightly sealed container in a cool, dry, well-ventilated area away from light and moisture. Refrigerated storage at 2–8 °C is generally advisable for oxazole derivatives to maintain long-term stability. Always verify storage conditions on the product label or Certificate of Analysis.

Can I obtain a Safety Data Sheet (SDS) for B168859?

Yes. The SDS for 5-(4-Bromophenyl)oxazole-2-propionic acid (B168859) is available through Aladdin Scientific. You can download it from the product page on the Aladdin Scientific website or request it directly from Aladdin Scientific technical support or customer service.

What cross-coupling reactions are compatible with the aryl bromide in this compound?

The para-aryl bromide in 5-(4-Bromophenyl)oxazole-2-propionic acid is compatible with a broad range of palladium- and nickel-catalyzed cross-coupling reactions, including Suzuki–Miyaura (with boronic acids/esters), Negishi (organozinc), Heck (alkenes), and Buchwald–Hartwig (amination) reactions. Standard cross-coupling protocols for aryl bromides are expected to apply; optimization of conditions for the specific oxazole substrate may be required.

References

1. Aladdin Scientific product page for 5-(4-Bromophenyl)oxazole-2-propionic acid, SKU B168859.
2. Joule, J. A.; Mills, K. Heterocyclic Chemistry, 5th ed.; Wiley-Blackwell: Oxford, 2010. (General reference on oxazole chemistry)
3. Miyaura, N.; Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chem. Rev. 1995, 95, 2457–2483. doi:10.1021/cr00039a007

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