CAS 153766-81-5 Potassium phenyltrifluoroborate

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Potassium phenyltrifluoroborate

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Catalog Number

ACM153766815-1

CAS Number

153766-81-5

Product Name

Potassium phenyltrifluoroborate

Category

Salt

Synonyms

Potassium phenyltrifluoroborate, 153766-81-5, Potassium trifluoro(phenyl)borate, potassium trifluoro(phenyl)boranuide, PubChem11425, 563951_ALDRICH, Potassium phenyltrifluoroborate,, MolPort-001-772-358, ACN-S003885, ACT10970, AKOS009158898, AKOS015909133, AB08670, PC11221, potassium ion trifluoro(phenyl)boranuide, AK105337, potassium tris(fluoranyl)-phenyl-boranuide, P1582, B-3020, BENZENETRIFLUOROBORIC ACID POTASSIUM SALT

IUPAC Name

potassium;trifluoro(phenyl)boranuide

Molecular Weight

184.01

Molecular Formula

C₆H₅BF₃.K

Canonical SMILES

[B-](C1=CC=CC=C1)(F)(F)F.[K+]

InChI Key

DVAFPKUGAUFBTJ-UHFFFAOYSA-N

Melting Point

300ºC

Purity

>98.0%(LC)

Application

Potassium phenyltrifluoroborate serves as a valuable reagent in synthetic chemistry due to its enhanced nucleophilicity compared to arylboronic acids. This property allows it to efficiently participate in ligand-free, palladium-catalyzed cross-coupling reactions with arenediazonium tetrafluoroborates, resulting in the formation of biaryls in good yields. Additionally, it functions as an effective boronic acid surrogate in Suzuki Cross-Coupling reactions. In the presence of Dicarbonyl-(2,4-pentanedionato)-rhodium(I), potassium phenyltrifluoroborate facilitates the addition to aldehydes and enones, yielding secondary alcohols and saturated ketones, respectively.

Exact Mass

184.00700

Hazard Statements

Xi: Irritant;

Safety Description

S26-S36

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