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Merck

193119

Tetrabutylammonium bromide

greener alternative

≥99.0%, powder, crystals or granules, ReagentPlus®

동의어(들):

TBAB

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제품정보 (DICE 배송 시 비용 별도)

Linear Formula:
(CH3CH2CH2CH2)4N(Br)
CAS 번호:
Molecular Weight:
322.37
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352111
EC Number:
216-699-2
MDL number:
Beilstein/REAXYS Number:
3570983
Assay:
≥99.0%
Form:
powder, crystals or granules
Solubility:
ethanol: 50 mg/mL, clear, colorless to light yellow
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제품 이름

Tetrabutylammonium bromide, ReagentPlus®, ≥99.0%

Quality Level

product line

ReagentPlus®

assay

≥99.0%

form

powder, crystals or granules

reaction suitability

core: ammonium

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

pH

6.48 (30 °C)

mp

102-106 °C (lit.)

solubility

ethanol: 50 mg/mL, clear, colorless to light yellow

functional group

amine

greener alternative category

SMILES string

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

InChI

1S/C16H36N.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1

InChI key

JRMUNVKIHCOMHV-UHFFFAOYSA-M

General description

Tetrabutylammonium bromide is 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. It participates as a catalyst during the solvent-free synthesis of biscoumarin and dihydropyrano[c]chromene derivatives.
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Application

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

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany


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Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

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11 - Combustible Solids

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문서 라이브러리 방문



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)
Tetrabutylammonium bromide (TBAB): a neutral and efficient catalyst for the synthesis of biscoumarin and 3, 4-dihydropyrano [c] chromene derivatives in water and solvent-free conditions.
Khurana JM and Kumar S.
Tetrahedron Letters, 50(28), 4125-4127 (2009)
Direct polyamidation in molten tetrabutylammonium bromide: novel and efficient green media.
Mallakpour S and Yousefian H.
Polym. Bull., 60(2-3), 191-198 (2008)