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241512

Sigma-Aldrich

Tetrabutylammonium fluoride hydrate

98%

Synonym(s):

TBAF

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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.)

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

241512-BULK:
241512-10G:
241512-VAR:
241512-100G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hydrated tetrabutylammonium fluoride as a powerful nucleophilic fluorinating agent
Albanese D, et al.
The Journal of Organic Chemistry, 63(25), 9587-9589 (1998)
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
Calix [4] arene-carbazole-containing polymers: Synthesis and properties
Barata PD, et al.
Reactive and Functional Polymers, 72(9), 627-634 (2012)
Synthesis, 3085-3085 (2006)
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)
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