Chemical Identity and Physical Properties

1-(3-Bromopropyl)-4-methoxybenzene (SKU: B341751) is an arylalkyl bromide featuring a three-carbon methylene chain connecting a para-methoxyphenyl (anisyl) group to a primary bromine leaving group. Its molecular formula is C₁₀H₁₃BrO, with a molecular weight of approximately 229.12 g/mol.

The compound possesses two key functional regions: an electron-rich aromatic ring activated by the para-methoxy substituent, and a primary alkyl bromide that serves as an excellent electrophile in nucleophilic substitution reactions. The primary nature of the bromide makes it highly amenable to S_N2-type reactions with a broad range of nucleophiles including amines, thiols, alkoxides, and stabilised carbanions.

The compound is typically encountered as a colourless to pale-yellow liquid and should be stored in a cool, dry environment away from light and moisture to prevent hydrolysis or decomposition of the alkyl bromide moiety.

Synthetic Applications and Reactivity

1-(3-Bromopropyl)-4-methoxybenzene is a valued building block in synthetic organic chemistry, principally exploited for the following classes of transformation:

• N-Alkylation: Reaction with primary and secondary amines under mild basic conditions furnishes N-(3-(4-methoxyphenyl)propyl) amine derivatives, motifs common in pharmaceutical and agrochemical targets.
• O-Alkylation: Alkoxide nucleophiles react cleanly via S_N2 to give ether-linked products, useful in the synthesis of polyether architectures and prodrug linkers.
• C-Alkylation: Stabilised carbanions (malonates, cyanoacetates, enolates) can be alkylated to install the 3-(4-methoxyphenyl)propyl chain, a strategy frequently employed in the construction of complex natural product analogues.
• Cross-Coupling: Although the primary bromide is less reactive toward palladium-catalysed cross-coupling than aryl bromides, conditions such as Suzuki or Negishi coupling can be adapted when appropriate organometallic partners are employed.
• Ring-Forming Reactions: The tethered aryl group can participate in intramolecular Friedel–Crafts or electrophilic cyclisation reactions to generate chroman, tetralin, or indane ring systems.

The para-methoxy group also offers a handle for downstream demethylation (using BBr₃ or other Lewis acids) to reveal a free phenol, expanding the synthetic utility of adducts derived from this reagent.

Handling, Safety, and Storage

As with all primary alkyl bromides, 1-(3-Bromopropyl)-4-methoxybenzene should be handled with appropriate laboratory precautions:

• Personal Protective Equipment (PPE): Use chemical-resistant gloves, safety glasses, and a laboratory coat. Work in a well-ventilated fume hood to minimise inhalation exposure.
• Storage: Store tightly sealed in a cool (2–8 °C recommended), dark location. Segregate from strong oxidisers, bases, and moisture-sensitive materials. Long-term storage under inert atmosphere (nitrogen or argon) is advisable to prevent oxidation and hydrolysis.
• Waste Disposal: Dispose of as halogenated organic waste in accordance with local institutional and regulatory requirements.
• Stability: The compound is susceptible to hydrolysis under strongly acidic or basic aqueous conditions; handle solutions promptly and avoid prolonged exposure to protic solvents at elevated temperatures.

Researchers should consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for full hazard classification, first-aid measures, and transport information before use.

Ordering Information and Product Specifications

Aladdin Scientific supplies 1-(3-Bromopropyl)-4-methoxybenzene under SKU B341751. The product is also cross-referenced to Santa Cruz Biotechnology catalogue number sc-222522.

When placing an order, researchers and procurement teams should specify the required quantity and purity grade. Aladdin Scientific maintains rigorous quality-control procedures, including purity analysis by GC or HPLC, to ensure lot-to-lot consistency for demanding synthetic applications.

For bulk quantities, custom packaging, or certificate-of-analysis requests, please contact Aladdin Scientific customer support. Volume discounts and institutional pricing may be available.