Tetrabutylammonium fluoride

Description

TBAF is typically obtained as a trihydrate (TBAF-3H2O), 1M solution in THF, or 75 wt% solution in H2O. TBAF will always contain some water due to the fact that the fluorine ion is such a great hydrogen bond acceptor.

Chemical properties

Clear light greenish to amber or brown solution

The Uses of Tetrabutylammonium fluoride

Tetrabutylammonium fluoride is a reagent in organic syntheses in addition, condensation, base-catalyzed cyclization reactions, fluorination and desulfonylation reactions and as a deprotecting agent. Typically dried prior to use.

The Uses of Tetrabutylammonium fluoride

To a stirred solution of the SM (250 mg, 0.43 mmol) in THF (4 mL) was added TBAF (4 mL, 1M in THF). The reaction mixture was stirred at 80 C for 12 h. After cooling to RT, the mixture was diluted with EtOAc (20 mL), washed with H2O, and concentrated in vacuo. The crude material was purified by Prep HPLC (formic acid) to provide the product as a white solid. [24 mg, 12%]

The Uses of Tetrabutylammonium fluoride

Catalyst for etherification of alcohols and phenols with alkyl halides Catalyst for benzylation reactions.

The Uses of Tetrabutylammonium fluoride

Tetrabutylammonium fluoride (TBAF) is a commonly used organic soluble fluoride salt. It is used as a base, a phase transfer catalyst, and as a fluoride source. In the research field of fluoride sensor development, TBAF is used as an easy to handle and measurable fluoride anion source. The fluoride in TBAF, once dissolved, can be thought of as a free fluoride with little interaction with the ammonium cation. Since TBAF should not absorb light at wavelengths greater than 240nm, it is useful to monitor sensing reactions with visible spectroscopy.

What are the applications of Application

Tetrabutylammonium Fluoride is a reactant used for the synthesis of multiple compounds

Definition

ChEBI: Tetrabutylammonium fluoride is a fluoride salt and a tetrabutylammonium salt. It has a role as a phase-transfer catalyst.