426288

Tetrabutylammonium bromide

ACS reagent, ≥98.0%

• Sinónimos: N,N,N-tributyl-1-butanaminium bromide, TBAB, TBABr, tetra-n-butylammonium bromide
• Fórmula lineal: (CH₃CH₂CH₂CH₂)₄N(Br)
• Número de CAS: 1643-19-2
• Peso molecular: 322.37
• Beilstein: 3570983
• Número CE: 216-699-2
• Número MDL: MFCD00011633
• Código UNSPSC: 12352100
• ID de la sustancia en PubChem: 24866693
• NACRES: NA.21

Propiedades

• grado: ACS reagent
• Nivel de calidad: 200
• Análisis: ≥98.0%
• formulario: solid
• características de los productos alternativos más sostenibles: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• impurezas: ≤0.5% tributylamine hydrobromide; ≤0.5% tributylamine
• mp: 102-106 °C (lit.)
• cadena SMILES: [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
• Clave InChI: JRMUNVKIHCOMHV-UHFFFAOYSA-M

Descripción

Descripción general

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.

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalysis. Click here for more information.

Aplicación

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).

Used with phosphorus pentoxide for greener deoxybromination.

Used with phosphorus pentoxide for greener deoxybromination.
Process for Producing Halogenated Heteroaryl Compounds

Información de seguridad

• Pictogramas: GHS08,GHS07
• Palabra de señalización: Warning
• Frases de peligro: H302,H315,H319,H361fd,H412
• Consejos de prudencia: P202 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Clasificaciones de peligro: Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves