Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

241512

Sigma-Aldrich

Tetrabutylammonium fluoride hydrate

98%

Synonym(s):

TBAF

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
[CH3(CH2)3]4NF·xH2O
CAS Number:
22206-57-1
Molecular Weight:
261.46 (anhydrous basis)
MDL number:
MFCD00149980
UNSPSC Code:
12352116
PubChem Substance ID:
24854487
NACRES:
NA.22

Assay

98%

form

solid

mp

62-63 °C (lit.)

functional group

amine

SMILES string

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

InChI

1S/C16H36N.FH.H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;;/h5-16H2,1-4H3;1H;1H2/q+1;;/p-1

InChI key

UQCWXKSHRQJGPH-UHFFFAOYSA-M

General description

Tetrabutylammonium fluoride hydrate is known to be a source of F− anion, used in nucleophilic fluorination reactions.

Application

Reactant for preparation of:
  • Double clathrate hydrates at high pressures
  • Cellulose ethers
  • Terminal olefins via dehydrohalogenation reactions
  • Neutral and zwitterionic 3-carboranyl thymidine analogues for boron neutron capture therapy
Tetrabutylammonium fluoride hydrate can be used:
  • To prepare 2,7-diethynyl-9-propyl-9H-carbazole, which is a key intermediate for the synthesis of calix[4]arene−carbazole polymers.
  • As an anion source in the study of selective detection of F− by anion receptor viz Schiff base.
  • To prepare terminal olefins from primary alkyl iodides

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBQ5710
SHBN7855
SHBN3247
SHBM7805
SHBJ2920

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Hydrated tetrabutylammonium fluoride as a powerful nucleophilic fluorinating agent
Albanese D, et al.
The Journal of Organic Chemistry, 63(25), 9587-9589 (1998)
Calix [4] arene-carbazole-containing polymers: Synthesis and properties
Barata PD, et al.
Reactive and Functional Polymers, 72(9), 627-634 (2012)
Sara Lee et al.
Pharmaceutics, 12(6) (2020-06-18)
In cancer nanomedicine, numerous studies have been conducted on the surface modification and transport capacity of nanoparticles (NPs); however, biological barriers, such as enzymatic degradation or non-specific delivery during circulation, remain to be cleared. Herein, we developed pH-sensitive NPs that
Naked-eye detection of F- and AcO- ions by Schiff base receptor
Dalapati S, et al.
Journal of Fluorine Chemistry, 132(8), 536-540 (2011)
Synthesis, 3085-3085 (2006)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service