4-n-nonylbenzene boronic acid

Description

4-n-nonylbenzene boronic acid is an arylboronic acid built on a benzene core, carrying a nonyl chain. It serves as the nucleophilic partner in Suzuki-Miyaura cross-coupling, transferring its aryl group to a palladium centre under basic conditions.

Key data

• Catalogue code: KC1004
• CAS number: 256383-45-6
• Molecular formula: C15H25BO2
• Molecular weight: 248.17 g/mol
• Category: Boronic Acids
• Also listed as: 4-Nonylphenylboronic acid

What the substitution pattern does

The nonyl chain places this compound at n=9 in its homologous series. Chain length is not a cosmetic variable here: each added methylene lowers the melting point unevenly and shifts the balance between nematic and smectic order, because an odd-numbered chain sets its terminal bond at a different angle to the molecular long axis than an even one. Homologues therefore alternate in behaviour rather than trending smoothly, and an odd-numbered member frequently outperforms both of its neighbours for a given formulation.

At this chain length the aliphatic volume starts to dominate. Long chains favour layered smectic packing over the nematic phase and increase solubility in non-polar media, which matters as much for work-up as for the final material.

Typical applications

• smectic-phase studies where a long terminal chain is required
• Chan-Lam C-N and C-O couplings under copper catalysis
• conversion to the matching potassium trifluoroborate for storage-stable stock
• Suzuki-Miyaura cross-coupling with aryl halides and triflates
• construction of biphenyl and terphenyl cores for liquid crystal mixtures

Ordering

This compound is supplied to order. Pricing depends on quantity and on the specification you need, so it is quoted rather than listed – send an enquiry stating the quantity and any purity or analytical requirement, and you will receive a written quotation.

Please quote CAS 256383-45-6 or catalogue code KC1004 when enquiring, so that the correct isomer is supplied.

Handling and documentation

Supplied for laboratory and industrial use by trained personnel only. Not for use as a medicine, food, cosmetic or biocide, and not for administration to humans or animals. Safety documentation is issued with the order; this page is not a source of hazard information.