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335991 Sigma-Aldrich

Tetrabutylammonium acetate

97%

  • CAS Number 10534-59-5

  • Linear Formula (CH3CH2CH2CH2)4N(OCOCH3)

  • Molecular Weight 301.51

  •  Beilstein/REAXYS Number 3599376

  •  EC Number 234-101-8

  •  MDL number MFCD00043208

  •  PubChem Substance ID 24860355

  •  NACRES NA.22

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Properties

Related Categories Ammonium Salts, Chemical Synthesis, Phase Transfer Catalysts, Synthetic Reagents
assay   97%
mp   95-98 °C (lit.)
storage temp.   room temp
SMILES string   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
InChI key   MCZDHTKJGDCTAE-UHFFFAOYSA-M

Description

General description

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.

Packaging

5, 10, 50 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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