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Merck
CN

241512

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)
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Assay:
98%
Form:
solid
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Quality Level

assay

98%

form

solid

reaction suitability

core: ammonium

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

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
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


pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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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)
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)



Global Trade Item Number

SKUGTIN
241512-100G04061825407241
241512-10G04061825407548