195758

Sigma-Aldrich

Tetramethylammonium bromide

98%

Synonym(s):
TBAB
Linear Formula:
(CH3)4N(Br)
CAS Number:
Molecular Weight:
154.05
Beilstein/REAXYS Number:
3620955
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

assay

98%

mp

>300 °C (lit.)

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.
Tetramethylammonium bromide (TMABr) is a quaternary ammonium salt. 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. Its impact on the first order rate constant values for the base hydrolysis of the following Fe(II) chelates has been investigated:4
  • bis(naphthylidene alanate) (nali)
  • bis(naphthylidene phenylalanate) (nphali)
  • bis(naphthylidene aspartate) (nasi)
  • (naphthylidene histidinate) (nhi)
  • bis(naphthylidenearginate) (nari)

Application

Tetramethylammonium bromide may be used as a template in the synthesis of small colloidal zeolite Y nanocrystals.
Tetrabutylammonium bromide 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).

Packaging

100, 500 g in poly bottle

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

hazcat

Acute Tox. 2 Oral

storage_class_code

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Dehydrochlorination of poly (vinyl chloride) by aqueous sodium hydroxide solution under two-phase conditions.
Kise H.
Journal of Polymer Science, 20(11), 3189-3197 (1982)
Controlling size and yield of zeolite Y nanocrystals using tetramethylammonium bromide.
Holmberg BA, et al.
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 59(1), 13-28 (2003)
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)

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