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CAS RN: 1643-19-2 | Product Number: T0054

Tetrabutylammonium Bromide


Purity: >98.0%(T)
Synonyms:
  • TBAB
  • TBABr
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Product Number T0054
Purity / Analysis Method >98.0%(T)
Molecular Formula / Molecular Weight C__1__6H__3__6BrN = 322.38  
Physical State (20 deg.C) Solid
Store Under Inert Gas Store under inert gas
Condition to Avoid Hygroscopic
CAS RN 1643-19-2
Reaxys Registry Number 3570983
PubChem Substance ID 87576073
SDBS (AIST Spectral DB) 3131
MDL Number

MFCD00011633

Specifications
Appearance White to Almost white powder to crystaline
Purity(Nonaqueous Titration) min. 98.0 %
Drying loss max. 1.0 %
pH 3.5 to 7.0 (50 g/L, 25 deg-C)
Solubility in Water almost transparency
Tributylamine hydrobromide max. 1.0 %
Properties (reference)
Melting Point 103 °C
Solubility in water Soluble
Solubility (soluble in) Alcohol
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H302 : Harmful if swallowed.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P270 : Do not eat, drink or smoke when using this product.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
Related Laws:
EC Number 216-699-2
Transport Information:
HS Number 2923900090
Application
TMS Protection of Alcohols using Azidotrimethylsilane

References

  • Efficient O-Trimethylsilylation of Alcohols and Phenols with Trimethylsilyl Azide Catalyzed by Tetrabutylammonium Bromide under Neat Conditions
  • Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
    • P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.


Application
Regioselective Bromination of Fused Pyridine N-Oxides

T0054, T1485

M1296, T0054, T1485

Typical Procedure:
To a mixture of tetrabutylammonium bromide (1.5 eq.), 4Å molecular sieves and the appropriate fused pyridine N-oxide is added CH2Cl2 (0.01M) and the mixture is stirred at room temperature for 10 min. p-Toluenesulfonic anhydride (1.5 eq.) is added and the reaction is stirred at room temperature overnight. The reaction mixture is filtered and concentrated under reduced pressure. The crude product is purified by flash column chromatography using hexanes/CH2Cl2 and hexanes/EtOAc solvent mixtures.

References


Application
Di-Anionic Alkyl Zincates as Transmetalators in Negishi Cross-Coupling

References


PubMed Literature


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