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72020

Sigma-Aldrich

Sodium tetraphenylborate

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

Synonym(s):
Tetraphenylboron sodium
Linear Formula:
(C6H5)4BNa
CAS Number:
Molecular Weight:
342.22
Beilstein:
3599783
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

grade

ACS reagent
puriss. p.a.

assay

≥99.5% (NT)

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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials 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

Certificate of Analysis

Certificate of Origin

K. Vytras
Collection of Czechoslovak Chemical Communications, 42, 3168-3168 (1977)
E.D. Schall
Analytical Chemistry, 29, 1044-1044 (1957)
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)
K.C. Narasimham et al.
Analyst, 97, 260-260 (1972)

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