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T25402

Sigma-Aldrich

Sodium tetraphenylborate

ACS reagent, ≥99.5%

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:
24900045
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

Assay

≥99.5%

form

powder, crystals or granules

reaction suitability

reagent type: catalyst
core: boron

clarity of soln

passes test

loss

≤0.5% loss on drying

pH

8 (20 °C, 50 g/L)

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

NaBPh4 acts as a convenient source of phenyl groups in the catalytic process, enabling the synthesis of phenylated products.

Application

Generates stable, crystalline N-acylammonium salts by ion exchange. Couples with vinyl and aryl triflates to form arylalkenes and biaryls.
Sodium tetraphenylborate can form hydrophobic salts with amines, ammonium ions, and large alkali metal ions such as cesium or rubidium ions. Hence it is commonly used in gravimetric analysis as a precipitating agent.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

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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Tetrahedron Letters, 33, 4815-4815 (1992)
The Journal of Organic Chemistry, 57, 5136-5136 (1992)
Recovery of ammonium and cesium ions from aqueous waste streams by sodium tetraphenylborate.
Ponder SM & Mallouk TE.
Industrial & Engineering Chemistry Research, 38(10), 4007-4010 (1999)
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)
Leonor Pérez-Fuentes et al.
Soft matter, 14(38), 7818-7828 (2018-09-27)
We have studied the effect of different ions belonging to the extended Hofmeister series on the thermosensitive polymer poly(N-isopropylacrylamide) (PNIPAM), by combining Differential Scanning Calorimetry (DSC) and Dynamic Light Scattering (DLS). The variations in the lower critical solution temperature (TLCS)
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