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563056 Sigma-Aldrich

Potassium benzyltrifluoroborate

95%

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Properties

Related Categories Alkyl Trifluoroborate Salts, Boronic Acids and Derivatives, Chemical Synthesis, Organometallic Reagents, Trifluoroborate Salts More...
Quality Level   100
assay   95%
mp   >300 °C (lit.)
SMILES string   [K+].F[B-](F)(F)Cc1ccccc1
InChI   1S/C7H7BF3.K/c9-8(10,11)6-7-4-2-1-3-5-7;/h1-5H,6H2;/q-1;+1
InChI key   WGHDAVWURFVTQC-UHFFFAOYSA-N

Description

Application

Organotrifluoroborate involved in:
• Oxidation
• Ritter-type amidation with nitriles
• Photo-allylation / photo-benzylation of carbonyl compounds
• Stereoselective nucleophilic addition
• Suzuki cross-coupling

Organotrifluoroborates as versatile and stable boronic acid surrogates

Packaging

1, 5 g in poly bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Chemfiles Volume 4 Article 2 - Potassium Trifluoroborates

Alkyl, aryl, and alkenyl trifluoroborate salts are compelling alternatives to boronic acids in Suzuki–Miyaura coupling and in rhodium catalyzed carbon-carbon bond forming reactions. These salts are a...
Chemfiles Volume 4 Article 2
Keywords: Catalysis, Cross couplings, Ligands

Related Content

Organotrifluoroborates in Chemical Synthesis

Potent Boronic Acid Surrogates In the vast array of catalytic carbon-carbon bond forming reactions, the Suzuki-Miyaura protocol has proven to be a particularly attractive method.  The organoborane nu...
Keywords: Addition reactions, Catalysis, Coupling reactions, Cross couplings, Halogenations, Suzuki-Miyaura coupling

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