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Merck

426288

Bromure de tétrabutylammonium

greener alternative

ACS reagent grade, ≥98.0%, solid

Synonyme(s) :

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

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A propos de cet article

Formule linéaire :
(CH3CH2CH2CH2)4N(Br)
Numéro CAS:
1643-19-2
Poids moléculaire :
322.37
NACRES:
NA.21
PubChem Substance ID:
24866693
UNSPSC Code:
12352100
EC Number:
216-699-2
MDL number:
MFCD00011633
Beilstein/REAXYS Number:
3570983
Assay:
≥98.0%
Grade:
ACS reagent
Form:
solid

Principaux documents

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Nom du produit

Bromure de tétrabutylammonium, ACS reagent, ≥98.0%

InChI key

JRMUNVKIHCOMHV-UHFFFAOYSA-M

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

SMILES string

[Br-].CCCC[N+](CCCC)(CCCC)CCCC

grade

ACS reagent

assay

≥98.0%

form

solid

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

impurities

≤0.5% tributylamine hydrobromide
≤0.5% tributylamine

mp

102-106 °C (lit.)

functional group

amine

greener alternative category

Aligned

Quality Level

200

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Catégories apparentées

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).
Used with phosphorus pentoxide for greener deoxybromination.
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.
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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000513292
0000478116
0000478116
MKCX0956
0000388809

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Consulter la Bibliothèque de documents

Chi Chen et al.
Nature communications, 13(1), 4935-4935 (2022-08-24)
Control over the copy number and nanoscale positioning of quantum dots (QDs) is critical to their application to functional nanomaterials design. However, the multiple non-specific binding sites intrinsic to the surface of QDs have prevented their fabrication into multi-QD assemblies
Heat capacities and thermodynamic properties of two tetramethylammonium halides.
Chang SS and Westrum Jr EF.
J. Chem. Phys. , 36(9), 2420-2423 (1962)
Silvia Ghimenti et al.
Scientific reports, 10(1), 7441-7441 (2020-05-06)
Heart failure (HF) is a cardiovascular disease affecting about 26 million people worldwide costing about $100 billons per year. HF activates several compensatory mechanisms and neurohormonal systems, so we hypothesized that the concomitant monitoring of a panel of potential biomarkers
Dehydrochlorination of poly (vinyl chloride) by aqueous sodium hydroxide solution under two-phase conditions.
Kise H.
Journal of Polymer Science Part A: Polymer Chemistry, 20(11), 3189-3197 (1982)
An efficient synthesis of pyrroles by a one-pot, three-component condensation of a carbonyl compound, an amine and a nitroalkene in a molten ammonium salt.
Ranu BC and Dey SS.
Tetrahedron Letters, 44(14), 2865-2868 (2003)
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