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195758

Sigma-Aldrich

Tetramethylammonium bromide

98%

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Synonym(s):
TMAB
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%

form

solid

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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This Item
42629624105987708
vibrant-m

195758

Tetramethylammonium bromide

vibrant-m

426296

Tetramethylammonium bromide

vibrant-m

241059

Tetraethylammonium bromide

vibrant-m

87708

Tetramethylammonium bromide

form

solid

form

powder

form

crystals

form

crystals

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

mp

>300 °C (lit.)

mp

>300 °C (lit.)

mp

285 °C (dec.) (lit.)

mp

>300 °C (lit.)

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 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. Its impact on the first order rate constant values for the base hydrolysis of the following Fe(II) chelates has been investigated:




  • bis(naphthylidene alanate) (nali)
  • bis(naphthylidene phenylalanate) (nphali)
  • bis(naphthylidene aspartate) (nasi)
  • (naphthylidene histidinate) (nhi)
  • bis(naphthylidenearginate) (nari)

Application

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

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - 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

ppe

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


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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)
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)
Kinetic study of the base-catalyzed hydrolysis of novel high-spin hydrophobic Fe(II)-azomethine amino acid chelates: Salt and structure effects on the reactivity
Russian Journal of General Chemistry, 85, 168-172 (2015)

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