86849

Tetrabutylammonium acetate

technical, ≥90% (T)

• Synonym(s): TBAAc
• Linear Formula: (CH₃CH₂CH₂CH₂)₄N(OCOCH₃)
• CAS Number: 10534-59-5
• Molecular Weight: 301.51
• Beilstein/REAXYS Number: 3599376
• EC Number: 234-101-8
• MDL number: MFCD00043208
• UNSPSC Code: 12352116
• PubChem Substance ID: 57653198
• NACRES: NA.22

Properties

• grade: technical
• Quality Level: 100
• assay: ≥90% (T)
• form: powder
• mp: 95-98 °C (lit.)
• 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 is an effective alternative for sodium acetate (NaOAc) due to its good solubility in organic solvents.

Application

Tetrabutylammonium acetate (TBAAc) is a good source of nucleophilic acetate ion for SN₂ substitution reactions. It is commonly used to displace sulfonates and allylic halides to get corresponding acetates. Additionally, TBAAc can also be used as a mild, soluble base in Sonogashira reaction and Heck arylation.

Other Notes

Reagent for the epimerization of hydroxyl groups; base-molten salt for directing Heck-type reactions

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves