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571555 Sigma-Aldrich

Potassium p-tolyltrifluoroborate

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Properties

Related Categories Aryl Trifluoroborate Salts, Boronic Acids and Derivatives, Chemical Synthesis, Organometallic Reagents, Trifluoroborate Salts More...
Quality Level   100
SMILES string   [K+].Cc1ccc(cc1)[B-](F)(F)F
InChI   1S/C7H7BF3.K/c1-6-2-4-7(5-3-6)8(9,10)11;/h2-5H,1H3;/q-1;+1
InChI key   KRWDYXJWQBTBAH-UHFFFAOYSA-N

Description

Application

Potassium p-tolyltrifluoroborate can be used:
• As a precursor/starting material for the synthesis of biaryl compounds by reacting with various aryl halides using Pd/C catalyst.
• As a reagent in the carbonylative arylation of vinyl ketones via 1,4-addition.
• As a substrate in the synthesis of primary arylamines by reacting with hydroxylamine-O-sulfonic acid under metal-free conditions.

Packaging

1 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

Stabilized 2-Iodoxybenzoic Acid (SIBX)

Since 1994,1 2-iodoxybenzoic acid (IBX) has been well recognized as a very powerful and selective oxidizing agent. Similar to the Dess–Martin periodinane, IBX is an environmentally benign alternative...
ChemFiles 2006, 6.2, 14.
Keywords: Dearomatizations, Oxidations

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

Peer-Reviewed Papers
15

References

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