86870

Tetrabutylammonium chloride

≥97.0% (NT)

• Synonym(s): N,N,N-tributyl-butanaminium chloride
• Linear Formula: [CH₃(CH₂)₃]₄NCl
• CAS Number: 1112-67-0
• Molecular Weight: 277.92
• Beilstein/REAXYS Number: 3571227
• EC Number: 214-195-7
• MDL number: MFCD00011635
• UNSPSC Code: 12352107
• PubChem Substance ID: 57653205
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: ≥97.0% (NT)
• form: crystals
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• impurities: ≤1% water
• solubility: H₂O: 20 mg/mL, clear, colorless
• greener alternative category: , Aligned
• SMILES string: [Cl-].CCCC[N+](CCCC)(CCCC)CCCC
• InChI: 1S/C16H36N.ClH/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: NHGXDBSUJJNIRV-UHFFFAOYSA-M

Description

General description

Tetrabutylammonium chloride is a quaternary ammonium salt that is commonly used as a phase transfer catalyst as well as a source of chloride ions in organic synthesis.

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 catalytic efficiency. Find details here.

Application

Tetrabutylammonium chloride (TBACl) can be used as a phase transfer catalyst in the synthesis of:

• 2-Amino-4H-chromene derivatives by the condensation reaction of aldehydes, malononitrile, and α, or β-naphthol.
• Methyl esters by esterification reaction of carboxylic acids with dimethyl carbonate in the presence of K₂CO₃.

It has also been used as an initiator to synthesize 11-trifluoromethylated dibenzodiazepines via cascade radical addition/cyclization of o-isocyanodiaryl amines.

TBACl can also be used with phosphorus pentoxide for greener deoxychlorination.

Process for Producing Halogenated Heteroaryl Compounds

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: dust mask type N95 (US), Eyeshields, Gloves