Description
2-Hydroxyphenyltrifluoroborate Potassium Salt (CAS No. 850313-92-7) is a high-purity organoboron compound with the molecular formula C6H5BF3KO. This potassium trifluoroborate salt is widely utilized in Suzuki-Miyaura cross-coupling reactions, offering excellent stability and reactivity for aryl-aryl bond formation. The presence of the hydroxyl group enhances its versatility in synthetic organic chemistry, making it a valuable intermediate for pharmaceutical and materials science research. Supplied as a crystalline solid, this reagent is rigorously tested for quality, ensuring consistent performance in demanding applications. Store under inert conditions to maintain stability.
Properties
- CAS Number: 850313-92-7
- Complexity: 141
- IUPAC Name: potassium;trifluoro-(2-hydroxyphenyl)boranuide
- InChI: InChI=1S/C6H5BF3O.K/c8-7(9,10)5-3-1-2-4-6(5)11;/h1-4,11H;/q-1;+1
- InChI Key: GNJVFVXTMQKQGP-UHFFFAOYSA-N
- Exact Mass: 200.0022609
- Molecular Formula: C6H5BF3KO
- Molecular Weight: 200.01
- SMILES: [B-](C1=CC=CC=C1O)(F)(F)F.[K+]
- Topological: 20.2
- Monoisotopic Mass: 200.0022609
- Synonyms: 2-HYDROXYPHENYLTRIFLUOROBORATE POTASSIUM SALT, 687-416-1, 850313-92-7, Potassium 2-hydroxyphenyltrifluoroborate, POTASSIUM TRIFLUORO(2-HYDROXYPHENYL)BORATE, POTASSIUM TRIFLUORO(2-HYDROXYPHENYL)BORANUIDE, potassium;trifluoro-(2-hydroxyphenyl)boranuide, Potassium (2-hydroxyphenyl)trifluoroborate, MFCD07781243, SCHEMBL909122, DTXSID10635569, AKOS027327502, 2-hydroxyphenyltrifluoroborate potassium, AB42650, AS-2998, CS-0187739, Potassium trifluoro(2-hydroxyphenyl)borate(1-), EN300-2302607
Application
2-Hydroxyphenyltrifluoroborate potassium salt is primarily employed as a coupling partner in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl compounds. Its hydroxyl group allows for further functionalization, making it useful in medicinal chemistry for drug discovery. The compound is also explored in materials science for constructing complex organic frameworks. Its stability under ambient conditions simplifies handling compared to traditional boronic acids.
Safety and Hazards
GHS Hazard Statements
- H315 (97.4%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (97.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (97.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (97.4%)
- Eye Irrit. 2 (97.4%)
- STOT SE 3 (97.4%)
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