426288

Tetrabutylammoniumbromid

ACS reagent, ≥98.0%

• Synonym(e): N,N,N-tributyl-1-butanaminium bromide, TBAB, TBABr, tetra-n-butylammonium bromide
• Lineare Formel: (CH₃CH₂CH₂CH₂)₄N(Br)
• CAS-Nummer: 1643-19-2
• Molekulargewicht: 322.37
• Beilstein: 3570983
• EG-Nummer: 216-699-2
• MDL-Nummer: MFCD00011633
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24866693
• NACRES: NA.21

Eigenschaften

• Qualität: ACS reagent
• Qualitätsniveau: 200
• Assay: ≥98.0%
• Form: solid
• Grünere Alternativprodukt-Eigenschaften: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• Verunreinigungen: ≤0.5% tributylamine hydrobromide; ≤0.5% tributylamine
• mp (Schmelzpunkt): 102-106 °C (lit.)
• 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
• InChIKey: JRMUNVKIHCOMHV-UHFFFAOYSA-M

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Warning
• H-Sätze: H302,H315,H319,H361fd,H412
• P-Sätze: P202 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Gefahreneinstufungen: Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves