potassium trifluoro(pyridin-3-yl)boranuide

• ChemBase ID: 142985
• Molecular Formular: C5H4BF3KN
• Molecular Mass: 184.9964696
• Monoisotopic Mass: 185.00259587
• SMILES: [B-](c1cccnc1)(F)(F)F.[K+]
• Canonical SMILES: F[B-](c1cccnc1)(F)F.[K+]
• InChI: InChI=1S/C5H4BF3N.K/c7-6(8,9)5-2-1-3-10-4-5;/h1-4H;/q-1;+1
• InChIKey: MNCKCIOWIHHCSC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium trifluoro(pyridin-3-yl)boranuide
• IUPAC Traditional name: potassium trifluoro(pyridin-3-yl)boranuide
• Synonyms: Potassium pyridine-3-trifluoroborate; 吡啶-3-三氟硼酸钾

Database IDs

• CAS Number: 561328-69-6
• MDL Number: MFCD09038545
• PubChem SID: 162237211
• PubChem CID: 23692458

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.6990542
• LogD (pH = 7.4): 0.81603193
• Log P: 0.8178
• Molar Refractivity: 27.8213 cm^3
• Polarizability: 11.101748 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 228-232 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319
• GHS Precautionary statements: P305 + P351 + P338

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C5H4BF3KN

DETAILS

Sigma Aldrich - 711101

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
An organotrifluoroborate involved in:
• Nickel-catalyzed cross-coupling reactions1 and C-O activation2
• Suzuki cross-coupling3,4
• Copper-catalyzed cross-coupling reactions5
• Stereoselective Mukaiyama aldol reactions6Organotrifluoroborates as versatile and stable boronic acid surrogates.