Substance
ID:738033
Names and Identifiers
IUPAC name
potassium trifluoro(phenyl)boranuide
IUPAC Traditional name
potassium trifluoro(phenyl)boranuide
Synonyms
Potassium phenyltrifluoroborate苯基三氟硼酸钾Benzenetrifluoroboric acid potassium saltPhenyltrifluoroboric acid potassium salt
Registration numbers
MDL Number
CAS Number
EC Number
Beilstein Number
Properties
Physical Property
Melting Point
296-301°C
Safety Information
GHS Hazard statements
H315-H319-H335
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A
European Hazard Symbols
Irritant (Xi)TSCA Listed
否
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
Safety Statements
26-37
Risk Statements
36/37/38
Product Information
Purity
98%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• Aryltrifluoroborate salts are more nucleophilic than the corresponding arylboronic acids and undergo ligand-free Pd-catalyzed cross-coupling reactions with arenediazonium tetrafluoroborates to give good yields of biaryls: Tetrahedron Lett., 38, 4393 (1997); Eur. J. Org. Chem., 1875 (1999). Cross-coupling with aryl or heteroaryl halides and triflates, under ligand-free conditions, has subsequently been reported: Org. Lett., 4, 1867 (2002).
• In the presence of Dicarbonyl(2,4-pentanedionato)rhodium(I), 39295, K aryl- and alkenyltrifluoroborates add to aldehydes and enones to give secondary alcohols and saturated ketones, respectively: Org. Lett., 1, 1683 (1999):
• Treatment with TMS chloride in acetonitrile generates the Lewis acid phenylboron difluoride in situ, avoiding the need to handle boron trihalides: J. Org. Chem., 60, 3020 (1995).
• Asymmetric Rh-catalyzed additions to enones in the presence of a chiral BINAP catalyst give the corresponding saturated ketones in high yield and ee: Eur. J. Org. Chem., 3552 (2002).
• Coupling with diaryliodonium salts has also been reported: Synth. Commun., 29, 2457 (1999). The method has been extended to the synthesis of benzophenones by carbonylative cross-coupling in the presence of CO: J. Chem. Res. (Synop.), 400 (1999).