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

A10909 Sodium tetraphenylborate, 99%

Codice CAS
143-66-8
Sinonimi
Tetraphenylboron sodium

Dimensioni Prezzo ($) Quantità Disponibilità
5g 27,19
25g 81,58
100g 250,29
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Sodium tetraphenylborate, 99%

MDL
MFCD00011494
EINECS
205-605-5

Proprietà chimiche

Formula
C24H20BNa
Peso formula
342.23
Punto di fusione
>300°
Sensibilità
Light Sensitive
Solubilità
Soluble in water and ethanol.

Applicazioni

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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H301-H315-H319-H335

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

Dichiarazioni precauzionali: P261-P280-P301+P310-P305+P351+P338-P304+P340-P362-P312-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,8690
Beilstein
3599783
Classe di rischio
6.1
Gruppo di imballaggio
III
Codice tariffe armonizzato
2931.90
TSCA
Yes
RTECS
ED3362500

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