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Merck
모든 사진(1)

문서

193119

Sigma-Aldrich

Tetrabutylammonium bromide

ReagentPlus®, ≥99.0%

동의어(들):

TBAB

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(Br)
CAS Number:
Molecular Weight:
322.37
Beilstein:
3570983
EC Number:
MDL number:
UNSPSC 코드:
12352111
PubChem Substance ID:
NACRES:
NA.21

Quality Level

제품 라인

ReagentPlus®

분석

≥99.0%

형태

powder, crystals or granules

pH

6.48 (30 °C)

mp

102-106 °C (lit.)

solubility

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

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

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일반 설명

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.

애플리케이션

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

법적 정보

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

픽토그램

Health hazardExclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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시험 성적서(COA)

Lot/Batch Number

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Mallakpour S, et al.
Journal of Polymers and the Environment, 18(4), 685-695 (2010)
Direct polyamidation in molten tetrabutylammonium bromide: novel and efficient green media.
Mallakpour S and Yousefian H.
Polym. Bull., 60(2-3), 191-198 (2008)
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)
Effect of analogue ions in normal-phase ion-pair chromatography of quaternary ammonium compounds.
Bluhm LH and Li T.
Journal of Chromatographic Science, 37(8), 273-276 (1999)
Catalysis by an ionic liquid: efficient conjugate addition of thiols to electron deficient alkenes catalyzed by molten tetrabutylammonium bromide under solvent-free conditions.
Ranu BC, et al.
Tetrahedron, 59(14), 2417-2421 (2003)

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