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Merck

426296

Tetramethylammonium bromide

ACS reagent grade, ≥98.0%, powder

Synonym(s):

N,N,N-trimethyl-methanaminium bromide, TMAB

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About This Item

Linear Formula:
(CH3)4N(Br)
CAS Number:
64-20-0
Molecular Weight:
154.05
NACRES:
NA.21
PubChem Substance ID:
24866694
UNSPSC Code:
12352100
EC Number:
200-581-2
MDL number:
MFCD00011626
Beilstein/REAXYS Number:
3620955
Assay:
≥98.0%
Grade:
ACS reagent
Form:
powder

Key Documents

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Product Name

Tetramethylammonium bromide, ACS reagent, ≥98.0%

InChI key

DDFYFBUWEBINLX-UHFFFAOYSA-M

InChI

1S/C4H12N.BrH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1

SMILES string

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

grade

ACS reagent

assay

≥98.0%

form

powder

impurities

≤0.5% trimethylamine hydrobromide
≤0.5% trimethylamine

mp

>300 °C (lit.)

functional group

amine

Quality Level

200

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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).

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ0404
MKCW4843
MKCR4106
MKCP5395
MKCM9199

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Heat capacities and thermodynamic properties of two tetramethylammonium halides.
Chang SS and Westrum Jr EF.
J. Chem. Phys. , 36(9), 2420-2423 (1962)
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)
Some physical properties of aqueous solutions of tetramethylammonium bromide and tetramethylammonium iodide
Levien BJ.
Australian Journal of Chemistry, 18(8), 1161-1170 (1965)
Catalysis by ionic liquids: solvent-free efficient transthioacetalisation of acetals by molten tetrabutylammonium bromide.
Ranu BC, et al.
Journal of the Chemical Society. Perkin Transactions 1, 13, 1520-1522 (2002)
Novel biobased polyurethanes synthesized from nontoxic phenolic diol containing l-tyrosine moiety under green media.
Mallakpour S, et al.
Journal of Polymers and the Environment, 18(4), 685-695 (2010)
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