335991

Tetrabutylammonium acetate

97%

• Synonyme(s) : N,N,N-tributyl-1-butanaminium acetate, Tetra-n-butylammonium acetate
• Formule linéaire : (CH₃CH₂CH₂CH₂)₄N(OCOCH₃)
• Numéro CAS: 10534-59-5
• Poids moléculaire : 301.51
• Numéro Beilstein : 3599376
• Numéro CE : 234-101-8
• Numéro MDL: MFCD00043208
• Code UNSPSC : 12352116
• ID de substance PubChem : 24860355
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 97%
• Pf: 95-98 °C (lit.)
• Chaîne SMILES: CC([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC
• InChI: 1S/C16H36N.C2H4O2/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-2(3)4/h5-16H2,1-4H3;1H3,(H,3,4)/q+1;/p-1
• Clé InChI: MCZDHTKJGDCTAE-UHFFFAOYSA-M

Description

Description générale

Tetrabutylammonium acetate (TBAA) is a phase transfer catalyst (PTC).

Application

Tetrabutylammonium acetate can be used:

• To catalyze the alkynylation of carbonyl compounds with trimethylsilylacetylenes providing good yields of propargylic alcohols.
• Along with tetrabutylammonium bromide (TBAB) as a molten reaction medium in the synthesis of 4-aryl-2-quinolones.
• As a promoter in the regioselective direct arylation of azoles (1-methylpyrazole, oxazole, and thiazole) with aryl bromides in presence of palladium acetate catalyst.
• As an ionic liquid to dissolve cellulose in the presence of DMSO co-solvent.
• As an activator in the synthesis of disubstituted alkynes through copper-free Sonogashira coupling reaction.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves