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Merck
CN

86843

Tetrabutylammonium fluoride trihydrate

technical, ≥90% (T)

Synonym(s):

TBAF

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About This Item

Linear Formula:
[CH3(CH2)3]4NF · 3H2O
CAS Number:
87749-50-6
Molecular Weight:
315.51
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
329769494
EC Number:
207-057-2
Beilstein/REAXYS Number:
3761900
MDL number:
MFCD00149981
Assay:
≥90% (T)
Form:
crystals

Key Documents

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InChI key

VEPTXBCIDSFGBF-UHFFFAOYSA-M

InChI

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

SMILES string

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

grade

technical

assay

≥90% (T)

form

crystals

mp

62-63 °C (lit.)

functional group

amine

Quality Level

200

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Application

Reactant for:
Preparation of deprotecting agents in preparation of cellulose derivatives
Synthesis of lipophilic peptides for DNA transfections in vivo
Dehydrobromination reactions
Tetrabutylammonium fluoride trihydrate may be used in the following studies:
  • Synthesis of novel 3-O-(2-methoxyethyl)cellulose.
  • To compose the novel solvent dimethyl sulfoxide (DMSO) /tetrabutylammonium fluoride trihydrate, used for the acetylation of linters cellulose.
  • Synthesis of neutral organometallic fluoro complex.
  • Synthesis of fluoroaromatic compounds.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1777
BCCN5011
BCCN1139
BCCN0092
BCCK9739

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Fluorodenitrations using tetrabutylammonium fluoride.
Clark JH and Smith DK.
Tetrahedron Letters, 26(18), 2233-2236 (1985)
Beatriz A P Ass et al.
Macromolecular bioscience, 4(11), 1008-1013 (2004-11-06)
The novel solvent dimethyl sulfoxide (DMSO)/tetrabutylammonium fluoride trihydrate (TBAF . 3H(2)O) was studied for acetylation of linters cellulose. In order to control the degree of substitution (DS), acetylation of the macromolecule was carried out at different reaction time and temperature
Effective preparation of cellulose derivatives in a new simple cellulose solvent.
Heinze T, et al.
Macromolecular Chemistry and Physics, 201(6), 627-631 (2000)
Tetrabutylammonium Fluoride.
Li HY, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2007)
New solvents for cellulose: dimethyl sulfoxide/ammonium fluorides.
Kohler S and Heinze T.
Macromolecular Bioscience, 7(3), 307-314 (2007)
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