193119

Tetrabutylammonium bromide

ReagentPlus^®, ≥99.0%

• Synonym(s): TBAB
• Linear Formula: (CH₃CH₂CH₂CH₂)₄N(Br)
• CAS Number: 1643-19-2
• Molecular Weight: 322.37
• Beilstein/REAXYS Number: 3570983
• EC Number: 216-699-2
• MDL number: MFCD00011633
• UNSPSC Code: 12352111
• PubChem Substance ID: 24851583
• NACRES: NA.21

Properties

• Quality Level: 300
• product line: ReagentPlus^®
• assay: ≥99.0%
• form: 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

Description

General description

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.

Application

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

Legal Information

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

Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H302,H315,H319,H361fd,H412
• pcodes: P202 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves