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NorrChemica™

(5-Bromothiophen-2-yl)boronic Acid | CAS 162607-17-2 | ≥96%

(5-Bromothiophen-2-yl)boronic Acid | CAS 162607-17-2 | ≥96%

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Technical Specifications

CAS Number 162607-17-2
EC / EINECS Number 678-207-6
MDL Number MFCD02094028
SMILES B(C1=CC=C(S1)Br)(O)O
InChI InChI=1S/C4H4BBrO2S/c6-4-2-1-3(9-4)5(7)8/h1-2,7-8H
InChIKey USJPOBDLWVCPGG-UHFFFAOYSA-N
PubChem CID 2734319
Molecular Formula C₄H₄BBrO₂S
Molecular Weight 206.85 g/mol
Melting Point 95–100 °C
Solubility Soluble in alcoholic solvents, acetonitrile, DMF, DMSO
Purity ≥98%
Physical Form White to off-white crystalline powder
HS Code 2931.90
Shelf Life 36 months under recommended storage conditions
Storage Conditions Store at –20°C in a tightly sealed container. Protect from moisture and light. May contain varying amounts of boroxine anhydride

Product Description & Scientific Applications

(5-Bromothiophen-2-yl)boronic Acid is a bifunctional heteroarylboronic acid combining a thiophen-2-ylboronic acid coupling handle with a retained 5-bromo substituent.

May contain small amounts of the cyclic anhydride 5-bromothiophen-2-ylboroxine. Under aqueous or basic coupling conditions the two forms re-equilibrate and the impact on yield is minor.

Applications and Reactions

  • Suzuki–Miyaura cross-coupling: couples with aryl, heteroaryl, or alkenyl electrophiles to install a 5-bromothiophen-2-yl unit in biaryl, heterobiaryl, and π-extended products.
  • Bifunctional C–B/C–Br handle: the boronic acid and aryl bromide can be addressed sequentially under matched conditions to access unsymmetrical 2,5-disubstituted thiophenes.
  • Second-site diversification: after initial Suzuki coupling, the retained C5 bromide can support further Suzuki, Sonogashira, Buchwald–Hartwig, or carbonylative transformations.
  • Ratanhine intermediate: documented Suzuki–Miyaura coupling partner in the synthesis of ratanhine-type acetylenic thiophene natural-product frameworks.
  • Organic sensitizer and BODIPY hybrids: used in Suzuki coupling routes to benzotriazole-containing dye-sensitised solar-cell sensitizers and meso-polyarylamide–BODIPY hybrid materials.
  • Ethynylarylboronate synthesis: the C5 bromide participates in microwave-assisted Sonogashira chemistry to give ethynyl-substituted arylboronate intermediates for further coupling or conjugation.

Further Reading

For boronic acids, boronic esters, organotrifluoroborates, protodeboronation, boroxine content, and Suzuki–Miyaura reagent selection, see NorrChemica's Lab Journal guide: Choosing Your Boron Source for Suzuki–Miyaura Coupling.

Shipping Destinations

  • EU & UK: Priority delivery, 2–5 business days.
  • United States (DDP): 3–7 business days, duties and taxes prepaid.
  • EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
  • Worldwide: 7–14 business days, selected locations.

The NorrChemica™ Standard

Identity Verified — Batch-verified via analytical QC; documentation available on request.

Direct EU Distribution — Dispatched from Finland for fast delivery to EU-based laboratories.

Professional Logistics — Tracked courier shipping via UPS / Matkahuolto / Posti.

Packaging & Storage

  • Supplied in tightly sealed containers suitable for laboratory handling.
  • Store under recommended conditions as specified on the product label and SDS.
  • Retest period per lot-specific CoA / label under recommended conditions.

Technical Documentation

  • Batch-specific Certificate of Analysis (CoA) included with every order.
  • GHS-compliant Safety Data Sheet (SDS) provided with every shipment.
  • Batch documentation available for institutional procurement.
Payment: Wise (Bank Transfer) or Manual Invoice.
Disclaimer: Research Use Only (RUO) — not for human or veterinary use. Sold strictly for laboratory research and technical applications. By purchasing this item, the buyer confirms professional intent and compliance with applicable regulations.

Safety Information

GHS Pictograms
GHS07 Harmful/Irritant
Signal Word Warning
Hazard Class Not classified as dangerous for transport (ADR/IATA/IMDG)
Transport Category Not regulated
H-Statements H302 - H315 - H319 - H335
P-Statements P261 - P280 - P302+P352 - P304+P340 - P305+P351+P338 - P362+P364

NorrChemica™ is a Finnish supplier of niche research reagents — focused on reliable EU distribution, transparent analytical documentation, and specialist technical support.

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