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72020

Sigma-Aldrich

Sodium tetraphenylborate

puriss. p.a., ACS reagent, ≥99.5% (NT)

Synonym(s):

Tetraphenylboron sodium

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About This Item

Linear Formula:
(C6H5)4BNa
CAS Number:
143-66-8
Molecular Weight:
342.22
Beilstein:
3599783
EC Number:
205-605-5
MDL number:
MFCD00011494
UNSPSC Code:
12352100
PubChem Substance ID:
57652389
NACRES:
NA.21

grade

ACS reagent
puriss. p.a.

Quality Level

200

Assay

≥99.5% (NT)

form

solid

loss

≤0.5% loss on drying, 110 °C

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Ca: ≤100 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤500 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

[Na+].c1ccc(cc1)[B-](c2ccccc2)(c3ccccc3)c4ccccc4

InChI

1S/C24H20B.Na/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;/h1-20H;/q-1;+1

InChI key

HFSRCEJMTLMDLI-UHFFFAOYSA-N

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General description

Sodium tetraphenylborate (Ph4BNa) undergoes rhodium-catalyzed addition reactions with N-phenylsulfonyl aldimines to afford R(Ph)CHNHSO2Ph.

Application

Sodium tetraphenylborate (Ph4BNa) may be used in the synthesis of polyfunctional biaryls via modified Suzuki cross-coupling reaction. It may be employed as a derivatization reagent for the analysis of methylmercury and ethylmercury by gas chromatography (GC) coupled with atomic fluorescence spectrometry (AFS), microwave-induced plasma atomic emission spectrometry (AES) and mass spectrometry (MS).

Other Notes

Reagent for the precipitation and titration of potassium; For the amperometric titration of amines, quaternary ammonium compounds and potassium; For the titration of quaternary ammonium surfactants; Titrant for amines and NH4Cl in the presence of a K selective electrode

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD0918
BCBZ9534
BCBS8410V
BCBR3855V
BCBQ0896V

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K. Vytras
Collection of Czechoslovak Chemical Communications, 42, 3168-3168 (1977)
Recorded amperometric tetraphenylborate titrations of amines, quaternary nitrogen compounds, and potassium salts.
J E Sinsheimer et al.
Journal of pharmaceutical sciences, 54(5), 805-806 (1965-05-01)
Rhodium-catalyzed phenylation of N-arylsulfonyl aldimines with sodium tetraphenylborate or trimethyl (phenyl) stannane.
Ueda M and Miyaura N.
Journal of Organometallic Chemistry, 595(1), 31-35 (2000)
Ligandless palladium catalyzed reactions of arylboronic acids and sodium tetraphenylborate with aryl halides in aqueous media.
Bumagin NA and Bykov VV.
Tetrahedron, 53(42), 14437-14450 (1997)
J M Skinner et al.
Talanta, 14(12), 1393-1401 (1967-12-01)
An automatic ultraviolet absorptiometric method has been developed for the determination of potassium. The method involves precipitation of potassium by addition of a known excess of sodium tetraphenylborate, removal of the potassium tetraphenylborate precipitate by filtration, and measurement of the
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