CAS 10534-59-5 Tetrabutylammonium Acetate - Catalysts / Alfa Chemistry

Synonyms

1-Butanaminium, N,N,N-tributyl-, acetate (1:1)

IUPAC Name

tetrabutylazanium;acetate;

Molecular Weight

301.52

Molecular Formula

C18H39NO2

Canonical SMILES

CCCC[N+](CCCC)(CCCC)CCCC.CC(=O)[O-];

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

InChI Key

MCZDHTKJGDCTAE-UHFFFAOYSA-M

Melting Point

98 °C

Purity

>90.0%(T)

Appearance

White to Yellow powder to lump

Storage

Store under inert gas

Complexity

142

Covalently-Bonded Unit Count

EC Number

234-101-8

Exact Mass

301.298g/mol

H-Bond Acceptor

Heavy Atom Count

MDL Number

MFCD00043208

Monoisotopic Mass

301.298g/mol

Physical State

White crystal or powder

Rotatable Bond Count

Topological Polar Surface Area

40.1A^2

Application

Tetrabutylammonium Acetate, a fine white powder, serves as a versatile phase transfer catalyst in various organic syntheses. Its primary purpose is to facilitate a range of chemical reactions, particularly in the synthesis of anion sensors. This compound can effectively catalyze the alkynylation of carbonyl compounds using trimethylsilylacetylene, achieving high yields of propargylic alcohols. Additionally, it acts as a molten medium for the synthesis of 4-aryl-2-quinolones when combined with tetrabutylammonium bromide. Tetrabutylammonium Acetate is also known to promote the regioselective direct arylation of azoles with aryl bromides in the presence of a palladium acetate catalyst. As an ionic liquid, it can dissolve cellulose with DMSO as a co-solvent, and it efficiently activates the synthesis of disubstituted alkynes through a copper-free Sonogashira coupling reaction, showcasing its multifaceted role in advanced chemical processes.

March 11, 2025

Effective Catalyst for Organic Synthesis

I've used Alfa Chemistry's Tetrabutylammonium Acetate extensively in our lab. It efficiently catalyzes alkynylation processes, enhancing yields of propargylic alcohols. A reliable PTC in our research projects, it seamlessly integrates into diverse synthesis applications.