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CAS No.1643-19-2 Tetrabutylammonium bromide 1-Butanaminium,N,N,N-tributyl-,bromide
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Tetrabutylammonium bromide Basic information
Tetrabutylammonium bromide, a quaternary ammonium compound widely used as a phase transfer catalyst. TBAB decreases the retention time and removes peak tailing by acting as an ion pair reagent during the chromatographic analysis of quaternary ammonium compounds. In the molten state, TBAB behaves like an ionic liquid, which is a promising green alternative to organic solvents in polymer synthesis.
Physical and Chemical Properties Application Uses preparation Toxicity
Melting point |
102-106 °C(lit.) |
Boiling point |
102 °C |
Density |
1.039 g/mL at 25 °C |
Refractive index |
n20/D 1.422 |
Fp |
100℃ |
storage temp. |
Store below +30°C. |
solubility |
H2O: 0.1 g/mL, clear, colorless |
Form |
Crystalline Powder |
Color |
White to slightly cream |
Specific Gravity |
1.007 |
Odor |
Amine like |
Water Solubility |
600 g/L (20 ºC) |
λmax |
λ: 240 nm Amax: 0.04 |
Sensitive |
Hygroscopic |
Stability: |
Stable. Incompatible with strong oxidizing agents. Protect from moisture. |
CAS Data |
|
NIST Chemistry Reference |
|
Safety Information |
Hazard Codes |
|
Risk Statements |
|
Safety Statements |
|
WGK Germany |
3 |
F |
|
Hazard Note |
Irritant |
TSCA |
Yes |
HS Code |
29239000 |
Chemical Properties |
white crystals or powder |
Uses |
PTC catalyst |
Tetrabutylammonium bromide Application:
Used as a reagent for the analysis of organic synthesis.
2. an effective phase transfer catalyst.
3. For organic synthesis intermediates, phase transfer catalyst
4. Ion-pairing reagents for the synthesis of bacampicillin, sultamicillin like.
5. Ion pair chromatography reagents, phase transfer catalyst. Bacampicillin, sultamicillin like synthesis.
Tetrabutylammonium bromide (TBAB) is a quaternary ammonium compound. It is the most widely used phase transfer catalyst. Its interfacial properties have been studied in case of hydroxide initiated reactions. This may be applied in understanding the mechanism of phase transfer reactions. TBAB is reported to decrease retention time and remove peak tailing by acting as an ion pair reagent during the chromatographic analysis of quaternary ammonium compounds. In the molten state TBAB behaves like an ionic liquid which is a promising green alternative to organic solvents in organic synthesis. Its molar heat capacity, entropy and free energy function have been determined.
Recently, molten tetrabutylammonium bromide (TBAB) was used as a low toxic and cost-effective IL in a number of constructive synthetic transformations.
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).
Tetrabutylammonium bromide, a quaternary ammonium compound widely used as a phase transfer catalyst. TBAB decreases the retention time and removes peak tailing by acting as an ion pair reagent during the chromatographic analysis of quaternary ammonium compounds. In the molten state, TBAB behaves like an ionic liquid, which is a promising green alternative to organic solvents in polymer synthesis.
Tetrabutylammonium Bromide is used in the synthesis of polymer solar cells. Also used in the synthesis of single component green-light emitting electrochemical cells.
Tetrabutylammonium bromide may be used as a catalyst in the synthesis of following:
1-cyano-2-thiophenylethane
1-cyano-2-thiobutylethane
1-cyano-2-(2-aminothiophenyl)ethane
methyl 3-thiophenylpropionate
methyl 3-thiobutylpropionate
methyl 2-methyl-3-thiophenylpropionate
methyl 2-methyl-3-thiobutylpropionate
diethyl 2-thiophenylsuccinate
diethyl 2-thiobutylsuccinate
3-(4-chlorophenyl)-2-nitro-2-thiophenylpropane
4-(4-chlorophenyl)-3-nitro-4-thiobutylbutane
3-thiophenylcyclohexanone
3-thioethylcyclohexanone
4-methyl-4-thiophenylpentan-2-one
4-methyl-4-thiobutylpentan-2-one
4-thiophenylbutan-2-one
4-thiobutylbutan-2-one
3-thiophenylbutanal
3-thiobutylbutanal
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