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Tetramethylammonium bromide

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Tetramethylammonium bromide Basic information

Product Name:
Tetramethylammonium bromide
Synonyms:
  • Tetramethylammonium Bromide, Reagent
  • Methyl, (dimethylamino)-, methobromide
  • Tetramethylaminium·bromide
  • Tetramethylammonium bromide(TMAB)
  • Four broMide
  • TetraMethylaMMoniuM broMide, 98% 100GR
  • Four MethylbroMide
  • Tetramethylammonium bromide ACS reagent, >=98.0%
CAS:
64-20-0
MF:
C4H12BrN
MW:
154.05
EINECS:
200-581-2
Product Categories:
  • Ammonium Bromides (Quaternary)
  • Quaternary Ammonium Compounds
  • quarternary ammonium salts
  • Ammonium Salts
  • Greener Alternatives: Catalysis
  • Phase Transfer Catalysts
  • AnionicHPLC
  • Chromatography/CE Reagents
  • Ion Pair
  • Ion Pair Reagents
  • Ion Pair Reagents - Anionic
  • Ammonium SaltsAnalytical Reagents
  • Electrochemistry
  • Supporting Electrolytes for Electrochemistry
  • bc0001
Mol File:
64-20-0.mol
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Tetramethylammonium bromide Chemical Properties

Melting point:
>300 °C (lit.)
Boiling point:
>360°C
Density 
1,56 g/cm3
bulk density
450kg/m3
refractive index 
1.4379 (estimate)
storage temp. 
Store below +30°C.
solubility 
H2O: 0.1 g/mL, clear, colorless
form 
Crystalline Powder
color 
Slightly gray
Odor
Odorless
PH
5.5-6.5 (100g/l, H2O)
Water Solubility 
soluble
Sensitive 
Hygroscopic
λmax
λ: 240 nm Amax: 0.06
λ: 250 nm Amax: 0.03
λ: 260 nm Amax: 0.02
λ: 500 nm Amax: 0.02
BRN 
3620955
InChI
1S/C4H12N.BrH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1
InChIKey
DDFYFBUWEBINLX-UHFFFAOYSA-M
SMILES
[Br-].C[N+](C)(C)C
CAS DataBase Reference
64-20-0(CAS DataBase Reference)
NIST Chemistry Reference
Tetramethylammonium bromide(64-20-0)
EPA Substance Registry System
Methanaminium, N,N,N-trimethyl-, bromide (64-20-0)
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Safety Information

Hazard Codes 
T
Risk Statements 
25-36/37/38
Safety Statements 
26-28-36-45-37/39-28A
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
BS7600000
TSCA 
TSCA listed
HazardClass 
6.1
PackingGroup 
II
HS Code 
29239000
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications
Acute Tox. 2 Oral

MSDS

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Tetramethylammonium bromide Usage And Synthesis

Chemical Properties

SLIGHTLY GREY CRYSTALLINE POWDER

Uses

Tetramethylammonium bromide acts as an ion pair reagent. It is used as a surface-active agent and an active ingredient for conditioners. Further, it is used as a softner for textiles and paper products. It is also employed as a disinfection agent, sanitizer, antimicrobial and antistatic agent. In addition to this, it plays in important role as a phase transfer catalyst in synthetic chemistry.

Uses

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).

Definition

ChEBI: The bromide salt of tetramethylammonium.

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.

Purification Methods

Crystallise the bromide from EtOH, EtOH/diethyl ether, MeOH/acetone, water or from acetone/MeOH (4:1) by adding an equal volume of acetone. It is dried at 110o under reduced pressure or at 140o for 24hours. [Beilstein 4 IV 145.]

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