What Is 3-(4-Bromophenyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole?

3-(4-Bromophenyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole (Aladdin SKU B183767) is a member of the 1,2,4-oxadiazole family — five-membered aromatic heterocycles containing one oxygen and two nitrogen atoms at the 1, 2, and 4 positions. The compound carries a 4-bromophenyl substituent at the C-3 position and a 4-methoxyphenyl substituent at the C-5 position.

The 1,2,4-oxadiazole ring system is bioisosteric with ester and amide bonds, and this property has made diaryl oxadiazoles attractive scaffolds in drug discovery programs. The aryl bromide at C-3 provides a reactive handle for palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Negishi, Buchwald-Hartwig), while the electron-donating methoxy group at C-5 modulates the electronic character of the ring and influences the compound's photophysical properties.

Physical and Chemical Properties

The molecular formula of 3-(4-Bromophenyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole is C₁₅H₁₁BrN₂O₂, giving a molecular weight of approximately 355.17 g/mol. The compound is expected to be a solid at room temperature, consistent with other diaryl-1,2,4-oxadiazoles of comparable molecular weight.

The aromatic bromide renders the compound susceptible to oxidative addition into Pd(0) and Ni(0) complexes, enabling a wide range of transition-metal-catalyzed transformations. The methoxy substituent is stable under standard reaction conditions but can be demethylated under strong Lewis or Brønsted acid conditions if required for further derivatization. The compound should be handled with standard laboratory precautions appropriate for organobromine compounds.

Note: Specific melting point, solubility, and spectral data (NMR, HPLC purity) for SKU B183767 should be confirmed from the Aladdin product certificate of analysis (CoA).

Applications in Research

Diaryl-1,2,4-oxadiazoles such as this compound find application across several research domains:

• Medicinal Chemistry: The 1,2,4-oxadiazole ring is a recognized bioisostere for amides and esters and appears in pharmacologically active molecules. Diaryl oxadiazoles have been explored for anti-inflammatory, antimicrobial, and anticancer activities. The aryl bromide in this compound facilitates rapid analog synthesis via cross-coupling.
• Materials Science and Organic Electronics: Oxadiazole-containing compounds are electron-transport materials used in OLEDs and organic photovoltaic devices. The push-pull electronic character of this compound (methoxy donor vs. electron-deficient oxadiazole ring) may confer interesting optical properties.
• Synthetic Intermediates: The 4-bromophenyl group serves as a versatile handle for library synthesis, enabling Suzuki-Miyaura, Sonogashira, and other C–C and C–heteroatom bond-forming reactions.

Handling, Storage, and Safety

General precautions for organobromine heterocyclic compounds apply to this product. Use appropriate personal protective equipment (PPE) including nitrile gloves, safety glasses, and a laboratory coat. Work in a well-ventilated area or fume hood when weighing or dissolving the compound.

Store the compound at room temperature in a tightly sealed container, protected from moisture, heat, and direct light to prevent hydrolysis or photodegradation of the oxadiazole ring. For long-term storage, an inert atmosphere (nitrogen or argon) may be considered.

Always consult the Safety Data Sheet (SDS) supplied by Aladdin Scientific for SKU B183767 before use. Specific hazard classifications, first-aid measures, and disposal instructions are detailed therein.

Ordering and Specifications

3-(4-Bromophenyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole is available from Aladdin Scientific under SKU B183767. To place an order or request a quotation, use the SKU when contacting Aladdin Scientific's sales team or ordering through the online catalog.

For purity grades, available pack sizes, current pricing, lead times, and certificate of analysis (CoA) documentation, please visit the Aladdin Scientific product page for B183767 or contact customer service directly. Bulk quantities may be available upon request.