Chemical Identity and Physical Properties

1-Bromo-4-phenylnaphthalene (SKU B152881) is an organobromine compound consisting of a naphthalene core bearing a bromine substituent at the 1-position and a phenyl group at the 4-position. Its molecular formula is C₁₆H₁₁Br, giving a molecular weight of approximately 307.17 g/mol. The compound belongs to the broader class of halogenated polycyclic aromatic hydrocarbons (PAHs). The presence of both a reactive C–Br bond and an extended π-conjugated aromatic system makes this molecule particularly attractive for use in synthetic chemistry and materials research.

The compound is typically encountered as a solid or low-melting crystalline material. Like most brominated PAHs, it is poorly soluble in water but dissolves readily in common organic solvents such as dichloromethane, tetrahydrofuran (THF), toluene, and diethyl ether. These solubility characteristics facilitate its use in a wide range of solution-phase reactions.

Synthetic Applications and Research Utility

The primary value of 1-Bromo-4-phenylnaphthalene in the laboratory lies in its reactive aryl bromide functionality, which serves as an electrophilic coupling partner in transition-metal-catalyzed cross-coupling reactions. These include:

• Suzuki–Miyaura coupling: Reaction with arylboronic acids under palladium catalysis to construct biaryl and oligoaryl frameworks.
• Negishi coupling: Coupling with organozinc reagents for carbon–carbon bond formation.
• Kumada coupling: Reaction with Grignard reagents in the presence of nickel or palladium catalysts.
• Buchwald–Hartwig amination: Conversion to arylamines via palladium-catalyzed C–N bond formation.
• Lithiation: Treatment with n-BuLi or t-BuLi generates a reactive aryllithium species suitable for further functionalization.

The extended conjugated system of 1-Bromo-4-phenylnaphthalene also makes derivatives prepared from it attractive as intermediates in the synthesis of organic electronic materials, including OLED emitters, hole-transport materials, and π-conjugated polymers.

Safe Handling, Storage, and Waste Disposal

As with all organobromine and polycyclic aromatic compounds, appropriate precautions should be observed when handling 1-Bromo-4-phenylnaphthalene:

• Personal Protective Equipment (PPE): Wear chemical-resistant gloves, a laboratory coat, and safety goggles. Where dust or aerosol generation is possible, use a half-face respirator fitted with an organic-vapor cartridge.
• Ventilation: Handle the compound in a fume hood to minimize inhalation exposure.
• Skin and Eye Contact: Avoid direct contact. In case of skin contact, wash thoroughly with soap and water. For eye exposure, rinse with copious amounts of water and seek medical attention.
• Storage: Store in a tightly sealed container in a cool (15–25 °C), dry, well-ventilated area, protected from light and incompatible materials such as strong oxidizers and strong bases.
• Waste Disposal: Dispose of in accordance with local, regional, and national regulations for halogenated organic waste. Do not discharge into drains or the environment.

Always consult the Safety Data Sheet (SDS) for B152881 before first use and refer to institutional chemical hygiene plans.

Purity, Quality, and Ordering Information

Aladdin Scientific supplies 1-Bromo-4-phenylnaphthalene under SKU B152881. For synthetic applications requiring high selectivity and reproducibility, reagent-grade purity is recommended. Researchers should verify the certificate of analysis (CoA) for each lot, paying attention to:

• Purity: Confirmed by GC or HPLC; check CoA for the specific lot value.
• Identity: Confirmed by ¹H NMR and/or MS consistent with the molecular formula C₁₆H₁₁Br (MW 307.17).
• Appearance: Typically a white to off-white solid or crystalline powder.

For bulk quantities, custom packaging, or specific purity grades, contact Aladdin Scientific customer service. Volume pricing and institutional accounts may be available. All products ship in compliance with applicable transport regulations for chemical reagents.