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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:
Molecular Weight:
261.46 (anhydrous basis)
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
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