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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:
Molecular Weight:
315.51
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-057-2
Beilstein/REAXYS Number:
3761900
MDL number:
Assay:
≥90% (T)
Form:
crystals
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grade

technical

Quality Level

assay

≥90% (T)

form

crystals

mp

62-63 °C (lit.)

functional group

amine

SMILES string

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

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

InChI key

VEPTXBCIDSFGBF-UHFFFAOYSA-M

Application

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.
Reactant for:
Preparation of deprotecting agents in preparation of cellulose derivatives
Synthesis of lipophilic peptides for DNA transfections in vivo
Dehydrobromination reactions


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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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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
Fluorodenitrations using tetrabutylammonium fluoride.
Clark JH and Smith DK.
Tetrahedron Letters, 26(18), 2233-2236 (1985)
Effective preparation of cellulose derivatives in a new simple cellulose solvent.
Heinze T, et al.
Macromolecular Chemistry and Physics, 201(6), 627-631 (2000)



Global Trade Item Number

SKUGTIN
86843-250G04061838121004
86843-50G04061833041826