426288

Tetrabutylammonium bromide

ACS reagent, ≥98.0%

• Sinonimo/i: N,N,N-tributyl-1-butanaminium bromide, TBAB, TBABr, tetra-n-butylammonium bromide
• Formula condensata: (CH₃CH₂CH₂CH₂)₄N(Br)
• Numero CAS: 1643-19-2
• Peso molecolare: 322.37
• Beilstein: 3570983
• Numero CE: 216-699-2
• Numero MDL: MFCD00011633
• Codice UNSPSC: 12352100
• ID PubChem: 24866693
• NACRES: NA.21

Proprietà

• Grado: ACS reagent
• Livello qualitativo: 200
• Saggio: ≥98.0%
• Forma fisica: solid
• Caratteristiche più verdi: Catalysis; Learn more about the Principles of Green Chemistry.
• Impurezze: ≤0.5% tributylamine hydrobromide; ≤0.5% tributylamine
• Punto di fusione: 102-106 °C (lit.)
• Stringa SMILE: [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; JRMUNVKIHCOMHV-UHFFFAOYSA-M

Descrizione

Descrizione generale

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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Applicazioni

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

Informazioni sulla sicurezza

• Pittogrammi: GHS07,GHS08
• Avvertenze: Warning
• Indicazioni di pericolo: H302 - H315 - H319 - H361fd - H412
• Consigli di prudenza: P202 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Classi di pericolo: Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves