potassium benzyltrifluoroboranuide

• ChemBase ID: 97996
• Molecular Formular: C7H7BF3K
• Molecular Mass: 198.0349896
• Monoisotopic Mass: 198.02299696
• SMILES: [B-](Cc1ccccc1)(F)(F)F.[K+]
• Canonical SMILES: F[B-](Cc1ccccc1)(F)F.[K+]
• InChI: InChI=1S/C7H7BF3.K/c9-8(10,11)6-7-4-2-1-3-5-7;/h1-5H,6H2;/q-1;+1
• InChIKey: WGHDAVWURFVTQC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium benzyltrifluoroboranuide
• IUPAC Traditional name: potassium benzyltrifluoroboranuide; potassium ion benzyltrifluoroboranuide
• Synonyms: Potassium benzyltrifluoroborate; Potassium benzyltrifluoroborate; 苄基三氟硼酸钾

Database IDs

• CAS Number: 329976-73-0
• MDL Number: MFCD03427261
• PubChem SID: 162084470; 24880073
• PubChem CID: 23692459

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.2854
• LogD (pH = 7.4): 2.2854
• Log P: 2.2854
• Molar Refractivity: 34.5656 cm^3
• Polarizability: 13.686961 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.); >300°C

Safety Information

• Storage Warning: Harmful/Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%
• Linear Formula: C6H5CH2BF3K

DETAILS

Sigma Aldrich - 563056

Packaging
1, 5 g in poly bottle
Application
Organotrifluoroborate involved in:
• Oxidation1,2
• Ritter-type amidation with nitriles3
• Photo-allylation / photo-benzylation of carbonyl compounds4
• Stereoselective nucleophilic addition5
• Suzuki cross-coupling6Organotrifluoroborates as versatile and stable boronic acid surrogates
Protocols & Applications
Suzuki Cross-Coupling using Organotrifluoroborates as Potent Boronic Acid Surrogates