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143-66-8 - Sodium tetraphenylborate, 99% - Tetraphenylboron sodium - A10909 - Alfa Aesar

A10909 Sodium tetraphenylborate, 99%

Numéro de CAS
143-66-8
Synonymes
Tetraphenylboron sodium

Conditionnement Prix ($) Quantité Disponibilité
5g 27,50
25g 81,60
100g 250,00
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Sodium tetraphenylborate, 99%

MDL
MFCD00011494
EINECS
205-605-5

Propriétés chimiques

Formule
C24H20BNa
Poids moleculaire
342.23
Point de fusion
>300°
Sensibilité
Light Sensitive
Solubilité
Soluble in water and ethanol.

Applications

Sodium tetraphenylborate is used as a precipitating reagent for potassium and as a protecting agent to protect amino acids. It is used in the preparation of N-acylammonium salts. It finds application as a phenyl donor in palladium-catalyzed cross-coupling reactions to prepare arylalkenes and biaryl compounds. It is used in inorganic and organometallic chemistry due to its solubility in nonpolar solvents. Furthermore, it is involved in the isolation of complexes having dinitrogen ligands.

Notes

Light sensitive. Incompatible with strong acids and strong oxidizing agents.

Références bibliographiques

Reagent for potassium by precipitation: Anal. Chem., 29, 1044 (1957).

Has been used to protect amino acids by formation of a diphenylborinate chelate, stable to AcOH or TFA, but cleaved by base: Tetrahedron, 39, 2995 (1983); Liebigs Ann. Chem., 127 (1989):

The cross coupling of tetraphenylborates or aryl boronic acids with aryl halides is catalyzed by Pd(OAc)2 in aqueous solutions: Dokl. Chem. (Engl. Transl.), 315, 354 (1990); see also: Gazz. Chem. Ital., 120, 779 (1990). Cross couples with vinyl and aryl triflates under Pd catalysis: Tetrahedron Lett., 35, 4835 (1992); 33, 4815 (1992). Similarly, allyl acetates are phenylated: Tetrahedron Lett., 31, 7453 (1990).

Howa, J. D.; Lott, M. J.; Ehleringer, J. R. Isolation and stable nitrogen isotope analysis of ammonium ions in ammonium nitrate prills using sodium tetraphenylborate. Rapid Commun. Mass Spectrom. 2014, 28 (13), 1530-1534.

Boruń, A.; Trzcińska, I.; Bald, A. Conductometric Studies of Sodium Iodide, Sodium Tetraphenylborate, Tetrabutylammonium Iodide, and Sodium Tetrafluoroborate in 1-Propanol at Temperatures from (283.15 to 318.15) K. Int. J. Electrochem. Sci. 2014, 9, 7805-7818.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H301-H315-H319-H335

Toxic if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Mentions de prudence: P261-P280a-P301+P310a-P305+P351+P338-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF SWALLOWED: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,8690
Beilstein
3599783
Classe de danger
6.1
Groupe d'emballage
III
Code tarifaire harmonisé
2931.90
TSCA
Yes
RTECS
ED3362500

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