Thiophene-2-boronic acid

Description

Thiophene-2-boronic acid is an arylboronic acid built on a thiophene core. 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: KC1001
• CAS number: 6165-68-0
• Molecular formula: C4H5BO2S
• Molecular weight: 127.96 g/mol
• Category: Boronic Acids
• Also listed as: 2-Thiopheneboronic acid

What the substitution pattern does

Thiophene is not simply a benzene ring with a sulphur atom. The ring is smaller, its internal angles differ, and sulphur contributes greater polarisability than any second-row substituent – so replacing a phenyl with a thienyl bends the molecular axis slightly while increasing refractive index.

Typical applications

• 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
• late-stage arylation in medicinal and agrochemical discovery routes
• Chan-Lam C-N and C-O couplings under copper catalysis

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 6165-68-0 or catalogue code KC1001 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.