1-Bromo-4-(cyclohexyloxy)benzene: Properties & Lab Use FAQ

1-Bromo-4-(cyclohexyloxy)benzene is an aryl bromide building block widely employed as a substrate in palladium-catalyzed cross-coupling reactions and as a versatile intermediate in the synthesis of aryl ether-containing pharmaceuticals and functional materials.

CAS / SKU

B725623 (Aladdin SKU); CAS to be confirmed from CoA

Molecular Formula

C₁₂H₁₅BrO

Molecular Weight

255.15 g/mol

Functional Groups

Aryl bromide and aryl ether (cyclohexyloxy substituent)

Typical Applications

Suzuki–Miyaura, Buchwald–Hartwig, and Ullmann-type coupling reactions; liquid-crystal and pharmaceutical intermediate synthesis

Storage Recommendation

Store in a cool, dry, well-ventilated area away from light and moisture; verify exact conditions on the product CoA

What Is 1-Bromo-4-(cyclohexyloxy)benzene?

1-Bromo-4-(cyclohexyloxy)benzene is a para-substituted aryl bromide in which a cyclohexyloxy (–OC₆H₁₁) group occupies the position para to the bromine atom on the benzene ring. Its molecular formula is C₁₂H₁₅BrO with a molecular weight of approximately 255.15 g/mol. The molecule combines the reactivity of a carbon–bromine bond—ideal for metal-catalyzed coupling—with the lipophilicity and conformational rigidity imparted by the cyclohexyl ring, making it a useful building block in medicinal chemistry, materials science, and liquid-crystal research.

Aladdin Scientific supplies this compound under SKU B725623. Exact purity grade, appearance, and certificate of analysis (CoA) data should be confirmed with the product documentation shipped with each lot.

Typical Synthetic Applications

The carbon–bromine bond of 1-Bromo-4-(cyclohexyloxy)benzene is highly amenable to transition-metal-catalyzed transformations:

• Suzuki–Miyaura coupling: Reacts with aryl- or alkenylboronic acids under palladium catalysis to form biaryl or styryl products bearing the 4-(cyclohexyloxy)phenyl moiety.
• Buchwald–Hartwig amination: Couples with primary or secondary amines using Pd/ligand systems to install nitrogen-containing substituents.
• Negishi and Kumada couplings: Compatible with organozinc and organomagnesium nucleophiles for C–C bond formation.
• Ullmann-type reactions: Copper-mediated coupling with phenols or amines to extend the ether or amine framework.
• Lithiation/metalation: Can serve as a precursor to 4-(cyclohexyloxy)phenyllithium or the corresponding Grignard reagent by halogen–metal exchange.

The compound is also reported as an intermediate in the preparation of liquid-crystal mesogens and biologically active molecules, where the cyclohexyloxy group contributes to molecular anisotropy and lipophilicity.

Handling, Safety, and Storage

As with all aryl bromide reagents, standard laboratory safety precautions apply:

• Wear appropriate personal protective equipment (PPE): nitrile gloves, safety glasses, and a lab coat.
• Handle in a well-ventilated fume hood to minimise inhalation of vapours or dust.
• Consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for the specific hazard classification, GHS pictograms, and first-aid measures applicable to this lot.
• Store in a tightly sealed container in a cool, dry location away from direct light and incompatible materials (strong oxidisers, strong bases).
• Dispose of waste in accordance with local and institutional regulations for halogenated organic compounds.

Note: Specific flash point, boiling point, and GHS hazard statements should be taken from the official SDS; they are not independently reproduced here to avoid unverified data.

Purity, Specification, and Quality Assurance

Aladdin Scientific provides each lot of 1-Bromo-4-(cyclohexyloxy)benzene (SKU B725623) with a Certificate of Analysis (CoA) that details:

• Purity (typically assessed by GC or HPLC)
• Appearance and physical state
• Lot number and manufacturing date
• Storage conditions specific to the lot

Researchers requiring higher purity for sensitive catalytic or analytical applications should contact Aladdin's technical support team to enquire about available grades or custom purification options. Always verify the CoA before use and retain it for documentation and regulatory compliance purposes.

Ordering and Availability

1-Bromo-4-(cyclohexyloxy)benzene is available from Aladdin Scientific under SKU B725623. To place an order:

• Search for SKU B725623 on the Aladdin Scientific website to view current stock levels, pack sizes, and pricing.
• Add the desired quantity to your cart and proceed through the standard checkout process.
• For bulk quantities, institutional accounts, or quotation requests, contact the Aladdin sales or customer-service team directly.
• Ensure that your institution's import and chemical-handling permits are in order before ordering, particularly for international shipments of halogenated organic compounds.

Frequently asked questions

What cross-coupling reactions is 1-Bromo-4-(cyclohexyloxy)benzene suitable for?

This compound is well-suited for palladium-catalyzed Suzuki–Miyaura, Buchwald–Hartwig, Negishi, and Kumada coupling reactions due to its reactive aryl C–Br bond. It can also undergo copper-mediated Ullmann-type couplings and halogen–metal exchange for Grignard or organolithium chemistry.

How should I store 1-Bromo-4-(cyclohexyloxy)benzene to maintain its quality?

Store the compound in a tightly sealed container in a cool, dry, and well-ventilated area, protected from light and moisture. Keep it away from strong oxidising agents and strong bases. Always refer to the lot-specific SDS and CoA supplied by Aladdin Scientific for confirmed storage temperature and shelf-life information.

What purity grade is available for SKU B725623, and can higher purity be requested?

The purity for each lot is detailed on the Certificate of Analysis (CoA) accompanying the product; purity is typically assessed by GC or HPLC. Researchers requiring higher purity for demanding applications should contact Aladdin Scientific's technical support team to enquire about alternative grades or custom purification services.

Is 1-Bromo-4-(cyclohexyloxy)benzene used in pharmaceutical or materials research?

Yes. The 4-(cyclohexyloxy)phenyl scaffold is encountered in both medicinal chemistry programmes—where the cyclohexyloxy group modulates lipophilicity and metabolic stability—and in liquid-crystal mesogen synthesis, where the conformational rigidity of the cyclohexyl ring contributes to anisotropic properties. The aryl bromide handle enables efficient diversification via cross-coupling.

How do I place an order for 1-Bromo-4-(cyclohexyloxy)benzene from Aladdin Scientific?

Search for SKU B725623 on the Aladdin Scientific website to view pack sizes, pricing, and stock availability, then add your desired quantity to the cart and complete checkout. For bulk orders, institutional pricing, or formal quotations, please contact the Aladdin sales or customer-service team directly.

References

1. General reference: Miyaura, N.; Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chemical Reviews, 1995. doi:10.1021/cr00039a007
2. Hartwig, J. F. Palladium-catalyzed amination of aryl halides and related reactions. Accounts of Chemical Research, 1998.
3. Aladdin Scientific Product Page, SKU B725623, 1-Bromo-4-(cyclohexyloxy)benzene.

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