NorrChemica™
Potassium (5-Bromothiophen-2-yl)trifluoroborate
Potassium (5-Bromothiophen-2-yl)trifluoroborate | CAS 1239370-98-9 | ≥98%
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Technical Specifications
| CAS Number | 1239370-98-9 |
| EC / EINECS Number | 806-714-6 |
| MDL Number | MFCD17015269 |
| SMILES | [B-](C1=CC=C(S1)Br)(F)(F)F.[K+] |
| InChI | InChI=1S/C4H2BBrF3S.K/c6-4-2-1-3(10-4)5(7,8)9;/h1-2H;/q-1;+1 |
| InChIKey | LNJIZRITMDDEGQ-UHFFFAOYSA-N |
| PubChem CID | 49834929 |
| Molecular Formula | C₄H₂BBrF₃KS |
| Molecular Weight | 268.93 g/mol |
| Solubility | Soluble in water, methanol, acetone, acetonitrile, DMF. Poorly soluble in nonpolar organic solvents |
| Purity | ≥98% |
| Physical Form | White to off-white crystalline powder |
| HS Code | 2931.90 |
| Shelf Life | Retest period: 36 months from date of manufacture. |
| Storage Conditions | Store under inert atmosphere at 2–8°C in a tightly sealed container. Protect from moisture and light |
Product Description & Scientific Applications
Potassium (5-Bromothiophen-2-yl)trifluoroborate is a bifunctional heteroaryltrifluoroborate salt combining a thiophen-2-yltrifluoroborate coupling handle with a retained 5-bromo substituent.
Applications and Reactions
Suzuki–Miyaura cross-coupling: the trifluoroborate group couples with aryl, heteroaryl, or alkenyl electrophiles under Pd-catalysed aqueous-base conditions to install a 5-bromothiophen-2-yl unit.
Bifunctional C–B/C–Br handle: the C–BF3K and C–Br sites can be addressed sequentially under matched cross-coupling conditions to access unsymmetrical 2,5-disubstituted thiophenes.
Second-site diversification: after initial Suzuki coupling, the retained bromide can support further C–C, C–N, or carbonylative transformations at the thiophene C5 position.
Conjugated materials intermediate: provides a prefunctionalised thiophene unit for π-conjugated oligomers, donor–acceptor scaffolds, chromophores, and organic semiconductor intermediates.
Polymer-building-block use: bifunctional thiophene monomers of this type are suited to stepwise or polycondensation approaches where regiochemical placement of thiophene units matters.
Pharmaceutical and agrochemical scaffolds: enables modular synthesis of 2,5-disubstituted thiophene intermediates for medicinal-chemistry and agrochemical research libraries.
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.
Safety Information
| GHS Pictograms |
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| Signal Word | Warning |
| Hazard Class | None — not subject to transport regulations |
| Transport Category | Not classified as dangerous goods for transport (ADR/IATA/IMDG) |
| H-Statements | H315 - H319 - H335 |
| P-Statements | P261 - P264 - P271 - P280 - P302+P352 - P304+P340 - P305+P351+P338 - P332+P313 - P337+P313 - P362+P364 - P501 |
Documentation
| Safety Data Sheet | Download PDF |
