426288

Tetrabutylammonium bromide

ACS reagent, ≥98.0%

• Synonim(y): N,N,N-tributyl-1-butanaminium bromide, TBAB, TBABr, tetra-n-butylammonium bromide
• Wzór liniowy: (CH₃CH₂CH₂CH₂)₄N(Br)
• Numer CAS: 1643-19-2
• Masa cząsteczkowa: 322.37
• Beilstein: 3570983
• Numer WE: 216-699-2
• Numer MDL: MFCD00011633
• Kod UNSPSC: 12352100
• Identyfikator substancji w PubChem: 24866693
• NACRES: NA.21

Właściwości

• klasa czystości: ACS reagent
• Poziom jakości: 200
• Próba: ≥98.0%
• Postać: solid
• charakterystyka ekologicznej alternatywy: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• zanieczyszczenia: ≤0.5% tributylamine hydrobromide; ≤0.5% tributylamine
• mp: 102-106 °C (lit.)
• ciąg 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
• Klucz InChI: JRMUNVKIHCOMHV-UHFFFAOYSA-M

Opis

Opis ogólny

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.

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Zastosowanie

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

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS08,GHS07
• Hasło ostrzegawcze: Warning
• Zwroty wskazujące rodzaj zagrożenia: H302,H315,H319,H361fd,H412
• Zwroty wskazujące środki ostrożności: P202 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Klasyfikacja zagrożeń: Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2
• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Środki ochrony indywidualnej: dust mask type N95 (US), Eyeshields, Gloves