426296
Tetramethylammonium bromide
ACS reagent, ≥98.0%
Synonym(s):
N,N,N-trimethyl-methanaminium bromide, TMAB
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About This Item
Linear Formula:
(CH3)4N(Br)
CAS Number:
Molecular Weight:
154.05
Beilstein:
3620955
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
grade
ACS reagent
Quality Level
Assay
≥98.0%
form
powder
impurities
≤0.5% trimethylamine hydrobromide
≤0.5% trimethylamine
mp
>300 °C (lit.)
functional group
amine
SMILES string
[Br-].C[N+](C)(C)C
InChI
1S/C4H12N.BrH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1
InChI key
DDFYFBUWEBINLX-UHFFFAOYSA-M
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General description
Tetrabutylammonium bromide is a quaternary ammonium compound that is widely used as a phase transfer catalyst. Absolute viscosities of its aqueous solutions have been measured at various temperatures (20,25 and 30°C). Various physical properties (activity coefficient up to saturation, conductance, density and solubility in water) of TMABr have been evaluated.
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).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 2 Oral
Storage Class Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Some physical properties of aqueous solutions of tetramethylammonium bromide and tetramethylammonium iodide
Levien BJ.
Australian Journal of Chemistry, 18(8), 1161-1170 (1965)
Viscosity of aqueous solutions. III. Tetramethylammonium bromide and the role of the tetraalkylammonium ions.
Nightingale Jr ER.
The Journal of Physical Chemistry, 66(5), 894-897 (1962)
Heat capacities and thermodynamic properties of two tetramethylammonium halides.
Chang SS and Westrum Jr EF.
J. Chem. Phys. , 36(9), 2420-2423 (1962)
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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