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Tetrabutylammonium bromide

SIAL/426288 - ACS reagent, ≥98.0%

Synonym: N,N,N-tributyl-1-butanaminium bromide; TBAB; TBABr; tetra-n-butylammonium bromide

CAS Number: 1643-19-2
Empirical Formula (Hill Notation): C16H36BrN
Molecular Weight: 322.37
EC Number: 216-699-2
MDL Number: MFCD00011633
Linear Formula: (CH3CH2CH2CH2)4N(Br)
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-426288-25G 25 g
$67.40
1/EA
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45-426288-100G 100 g
$95.50
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: 426288-100G
12 Principles of Green Chemistry: Principle 9—Catalytic reagents (as selective as possible) are superior to stoichiometric reagents.

 

assay ≥98.0%
form solid
grade ACS reagent
greener alternative product characteristics Catalysis
Learn more about the Principles of Green Chemistry .
impurities ≤0.5% tributylamine
  ≤0.5% tributylamine hydrobromide
InChI 1S/C16H36N.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
InChI key JRMUNVKIHCOMHV-UHFFFAOYSA-M
mp 102-106 °C (lit.)
Quality Level 200 
SMILES string [Br-].CCCC[N+](CCCC)(CCCC)CCCC
Application: Tetrabutylammonium bromide (TBAB) may be used in the molten state in the following processes:
• Synthesis of (2S)-5-(3-phenyl-2-phthalimidylpropanoylamino)isophthalic acid.
• Synthesis of alkyl-substituted pyrroles in the absence of catalyst and organic solvent.
• Synthesis of dithioacetals from acetals by transthioacetalisation in a solvent free environment.
• Synthesis of polyamides (PAs) by the polymerization of terephthalic acid and diisocyanates.
• Catalyze the addition of thiols to conjugated alkenes.
• Dehydrochlorination of poly(vinyl chloride).
Application: Used with phosphorus pentoxide for greener deoxybromination.
Application: Used with phosphorus pentoxide for greener deoxybromination.
Process for Producing Halogenated Heteroaryl Compounds 
General description: Tetrabutylammonium bromide (TBAB) is a quaternary ammonium compound. It is the most widely used phase transfer catalyst. Its interfacial properties have been studied in case of hydroxide initiated reactions. This may be applied in understanding the mechanism of phase transfer reactions. TBAB is reported to decrease retention time and remove peak tailing by acting as an ion pair reagent during the chromatographic analysis of quaternary ammonium compounds. In the molten state TBAB behaves like an ionic liquid which is a promising green alternative to organic solvents in organic synthesis. Its molar heat capacity, entropy and free energy function have been determined.
General description: We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalysis. Click here  for more information.
Packaging: 100 g in poly bottle
Packaging: 25 g in glass bottle
Purity ≥98.0%
mp 102-106 °C (lit.)
UNSPSC 12352100

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