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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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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)
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
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)
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)
E.D. Schall
Analytical Chemistry, 29, 1044-1044 (1957)
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