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216143

Tetrabutylammonium fluoride solution

Name: Tetrabutylammonium fluoride solution
Brand: ALDRICH

1.0 M in THF

Synonym(s):

TBAF solution

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About This Item

Linear Formula:

[CH₃(CH₂)₃]₄NF

CAS Number:

429-41-4

Molecular Weight:

261.46

UNSPSC Code:

12352116

NACRES:

NA.22

PubChem Substance ID:

24852802

MDL number:

MFCD00011747

Beilstein/REAXYS Number:

3762762

Form:

liquid

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Properties

form

liquid

Quality Level

200

reaction suitability

core: ammonium

concentration

1.0 M in THF

impurities

~5 wt. % water

density

0.903 g/mL at 25 °C

functional group

amine

storage temp.

2-8°C

SMILES string

[F-].CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.FH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1

InChI key

FPGGTKZVZWFYPV-UHFFFAOYSA-M

Description

Application

Reactant for preparation of:

Triple monoamine reuptake inhibitors as a new generation of antidepressants
Alcohols via hydrolysis of alkyl silyl ethers neutral pH in mixed organic-aqueous buffered solutions
Oligoribonucleotides with phosphonate-modified linkages
Aryl alkyl alcohols via Nozaki-Hiyama allylation catalyzed by chiral bipyridyldiol ligands and chromium trichloride
Conjugated dienoic acid esters using Suzuki coupling reactions
Macrocyclic o-aminobenzamide Hsp90 inhibitorwith antitumor activity
Phospshoinositide 3-kinase (PI3K)/mammalian target of rapamycin (mTOR) dual inhibitors
Anti-diabetic polyacetylenic glucosides

Tetrabutylammonium fluoride (TBAF) can be used as a reagent:

For the deprotection of silyl and N-sulfonyl groups.
In the fluorination reactions.
To synthesize 2-substituted indoles by cyclization reaction of various 2-ethynylanilines with terminal alkynes using Pd catalyst. It can also be used as an activator in the synthesis of arylated or alkenylated alkynes by the coupling reaction of aryl and alkenyl halides with terminal alkynes in the presence of Pd catalyst.