Tetrabutylammonium fluoride

Tetrabutylammonium fluoride Basic information
Product Name:Tetrabutylammonium fluoride
Synonyms:TETRA BUTYL AMMONIUM FLUORIDE (1M SOLUTION IN THF);Tetra-n-butylammonium fluoride, 75% w/w aq. soln.;Tetrabutylammonium Fluoride (1mol/L in Tetrahydrofuran);Tetrabutylammonium fluoride on silica gel, 1 mmole TBAF/g reagent;Tetrabutylaminium·fluoride;TETRABUTYLAMMONIUM FLUORIDE, 1M SOLUTION IN THF, CONTAINING CA;TETRABUTYLAMMONIUM FLUORIDE, 1.0M IN THF;Tetrabutylammonium fluoride (ca. 1mol/L in Tetrahydrofuran)
CAS:429-41-4
MF:C16H36FN
MW:261.46
EINECS:207-057-2
Product Categories:metal halide;quarternary ammonium salts;Reagents;Silica Gel;Supported Synthesis;Fluoride SourcesSupported Synthesis;Deprotecting Reagents;Others;Protection and Derivatization;Supported Reagents;Fluorinating Reagents;Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds;Nucleophilic Fluorinating Reagents;Ammonium Fluorides (Quaternary);Fluorination;Halogenation;Quaternary Ammonium Compounds;Synthetic Organic Chemistry;bc0001
Mol File:429-41-4.mol
Tetrabutylammonium fluoride Structure
Tetrabutylammonium fluoride Chemical Properties
Melting point 62-63 °C(lit.)
density 0.953 g/mL at 25 °C
refractive index n20/D 1.456
Fp 1 °F
storage temp. 2-8°C
solubility Miscible with terahydrofuran, acetonitrile, dimethyl sulfoxide and organic solvents.
form Solution
color Clear light greenish to brown
Water Solubility Insoluble in water.
Sensitive Hygroscopic
Merck 14,9187
BRN 3570522
Exposure limitsACGIH: TWA 2.5 mg/m3
NIOSH: IDLH 250 mg/m3
CAS DataBase Reference429-41-4(CAS DataBase Reference)
EPA Substance Registry System1-Butanaminium, N,N,N-tributyl-, fluoride (429-41-4)
Safety Information
Hazard Codes C,F,Xi
Risk Statements 34-19-11-36/37/38-40-37
Safety Statements 26-27-36/37/39-45-33-29-16-36
RIDADR UN 3261 8/PG 2
WGK Germany 3
3
Hazard Note Flammable/Irritant
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29239000
MSDS Information
ProviderLanguage
TBAFEnglish
SigmaAldrichEnglish
Tetrabutylammonium fluoride Usage And Synthesis
Chemical PropertiesClear light greenish to amber or brown solution
UsesCatalyst for etherification of alcohols and phenols with alkyl halides Catalyst for benzylation reactions.
UsesTetrabutylammonium fluoride is a reagent in organic syntheses in addition, condensation, base-catalyzed cyclization reactions, fluorination and desulfonylation reactions and as a deprotecting agent. Typically dried prior to use.
UsesTetrabutylammonium fluoride (TBAF) is a commonly used organic soluble fluoride salt. It is used as a base, a phase transfer catalyst, and as a fluoride source. In the research field of fluoride sensor development, TBAF is used as an easy to handle and measurable fluoride anion source. The fluoride in TBAF, once dissolved, can be thought of as a free fluoride with little interaction with the ammonium cation. Since TBAF should not absorb light at wavelengths greater than 240nm, it is useful to monitor sensing reactions with visible spectroscopy.
DefinitionChEBI: Tetrabutylammonium fluoride is a fluoride salt and a tetrabutylammonium salt. It has a role as a phase-transfer catalyst.
Tetrabutylammonium fluoride Preparation Products And Raw materials
Raw materialsTetrahydrofuran–>Hydrogen fluoride–>Polyethylene–>hydron:tetrabutylazanium:difluoride–>Tetrabutylammonium tetrafluoroborate–>Tetrabutylammonium hydrogen sulfate
Preparation Products1-Boc-hexahydro-1,4-diazepine–>5-(AMINOMETHYL)-1-METHYLPYRROLIDIN-2-ONE–>(S)-4-BOC-MORPHOLINE-3-CARBOXYLIC ACID–>2-CYANOPYRIDINE-4-CARBOXALDEHYDE–>4-Aminobenzamidine dihydrochloride–>5-FLUORO-2-PICOLINIC ACID–>Rhodanine-3-acetic acid–>2-Fluoropyridine-5-carboxaldehyde–>4-(HYDROXYMETHYL)PICOLINITRILE–>5-BROMO-2-FLUORO-3-METHOXYPYRIDINE–>2-Fluoro-5-bromopyridine–>Dideoxyinosine–>Lamivudine–>2,6-Dichloro-7-methylpurine–>2-Chloro-4-nitrophenyl-alpha-L-fucopyranoside–>Benzenehexacarbonitrile–>ACETIC ACID-D

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