What Is 1-Benzyloxy-4-bromo-2-chlorobenzene and What Is Its Structure?

1-Benzyloxy-4-bromo-2-chlorobenzene is an aromatic compound featuring a benzyloxy (–OCH₂Ph) group at the 1-position of the benzene ring, a bromine substituent at the 4-position, and a chlorine substituent at the 2-position. The molecular formula is C₁₃H₁₀BrClO with a calculated molecular weight of approximately 297.58 g/mol.

The compound belongs to the class of halogenated aryl ethers. The benzyloxy group serves simultaneously as a protected phenol and as a directing/activating substituent on the ring. The presence of both a reactive aryl bromide and a less-reactive aryl chloride on the same scaffold provides orthogonal handles for sequential metal-catalyzed functionalization, making this compound a strategically useful building block in multi-step synthesis.

What Are the Typical Applications of This Compound in Synthesis?

This compound is primarily employed as an intermediate in palladium- or nickel-catalyzed cross-coupling reactions, including Suzuki–Miyaura, Buchwald–Hartwig, and Negishi couplings. Because the aryl bromide is substantially more reactive than the aryl chloride toward oxidative addition, chemists can selectively functionalize the C–Br bond first, then engage the C–Cl bond in a subsequent step under more forcing conditions.

The benzyloxy group functions as a benzyl-protected phenol. After the desired C–C or C–heteroatom bond-forming steps are complete, the benzyl ether can be removed by catalytic hydrogenolysis (H₂/Pd-C) or by Lewis acid treatment to unmask the free phenol, which is a common pharmacophore in drug candidates and natural-product analogs.

Overall, 1-Benzyloxy-4-bromo-2-chlorobenzene is valued in medicinal chemistry, agrochemical synthesis, and materials science for its ability to serve as a differentially functionalized platform molecule.

How Should This Compound Be Stored and Handled Safely?

As a halogenated organic compound, 1-Benzyloxy-4-bromo-2-chlorobenzene should be stored in a cool, dry, well-ventilated location away from heat sources and incompatible materials such as strong oxidizers and strong bases. Refer to the product Safety Data Sheet (SDS) for full GHS hazard classification and specific storage temperature recommendations before use.

Standard laboratory personal protective equipment (PPE) should be worn when handling this compound: chemical-resistant gloves, safety goggles, and a laboratory coat. Work should be conducted in a fume hood to avoid inhalation of dust or vapors. In case of skin or eye contact, flush with copious amounts of water and seek medical attention if irritation persists.

For long-term stability, the compound should be kept sealed under an inert atmosphere (nitrogen or argon) if moisture sensitivity is indicated on the CoA. Always consult the current Aladdin SDS and Certificate of Analysis (CoA) for the most up-to-date handling and storage guidance specific to lot B469374.

What Purity and Specification Can I Expect, and How Is It Verified?

Aladdin Scientific offers 1-Benzyloxy-4-bromo-2-chlorobenzene under SKU B469374. The exact purity specification and analytical methods used for quality control are detailed in the Certificate of Analysis (CoA) issued for each lot. Typical analytical techniques applied to compounds of this class include gas chromatography (GC), high-performance liquid chromatography (HPLC), and nuclear magnetic resonance spectroscopy (¹H NMR, ¹³C NMR).

Customers are encouraged to download the batch-specific CoA from the Aladdin website using the lot number printed on the product label. If a specific purity grade is required for a sensitive application, please contact Aladdin customer service to discuss available options or request a sample CoA before purchase.

This product is referenced to Sigma catalog number 680567; researchers cross-referencing literature or other supplier catalogs should verify that the CAS number and molecular weight match those stated in the Aladdin product datasheet to confirm chemical identity.

How Do I Order 1-Benzyloxy-4-bromo-2-chlorobenzene from Aladdin?

To order 1-Benzyloxy-4-bromo-2-chlorobenzene, search for SKU B469374 on the Aladdin Scientific website. The product page displays available pack sizes, current pricing, and stock status. Registered account holders can place orders directly online; institutional purchase orders are also accepted.

For bulk quantities, custom packaging, or special purity requirements, contact Aladdin's sales team via the website inquiry form or by email. Aladdin offers a rewards and coupon program for eligible customers — log in to your account to check applicable promotions before checkout.

For questions about shipping, payment terms, or return policies, please consult the Help and Customer Service section of the Aladdin website or contact customer support directly. All orders are subject to Aladdin's standard terms and conditions regarding shipping, payment, and returns.