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441457

Tetrabutylammonium difluorotriphenylsilicate

Name: Tetrabutylammonium difluorotriphenylsilicate
Brand: ALDRICH

97%, solid

Synonym(s):

TBAT

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About This Item

Linear Formula:

(CH₃CH₂CH₂CH₂)₄N[(C₆H₅)₃SiF₂]

CAS Number:

163931-61-1

Molecular Weight:

539.86

UNSPSC Code:

12352116

PubChem Substance ID:

24867661

NACRES:

NA.22

MDL number:

MFCD00274218

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Properties

Product Name

Tetrabutylammonium difluorotriphenylsilicate, 97%

Quality Level

100

assay

97%

form

solid

reaction suitability

core: ammonium

mp

157-163 °C (lit.)

SMILES string

CCCC[N+](CCCC)(CCCC)CCCC.F[Si-](F)(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C18H15F2Si.C16H36N/c19-21(20,16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4/h1-15H;5-16H2,1-4H3/q-1;+1

InChI key

RQBKGJOQACIQDG-UHFFFAOYSA-N

Description

General description

Tetrabutylammonium difluorotriphenylsilicate (TBAT) is a non-hygroscopic, organic soluble fluoride source and it is very effective for nucleophilic displacement reactions. Furthermore, TBAT is used as a catalytic promoter.

Application

A fluoride source for nucleophilic fluorination.

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

EUH014

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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Journal of the American Chemical Society, 117, 5166-5166 (1995)

Tetrabutylammonium Difluorotriphenylsilicate (TBAT )

Simpkins NS, et al.

Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-14 (2001)

Regioselective Synthesis of α-Fluorinated Cyclopentenones by Organocatalytic Difluorocyclopropanation and Fluorine-Directed and Fluorine-Activated Nazarov Cyclization.

Kohei Fuchibe et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 23(12), 2831-2838 (2016-12-03)

Silyl dienol ethers, prepared from α,β-unsaturated ketones, underwent proton sponge-catalyzed difluorocyclopropanation with trimethylsilyl 2,2-difluoro-2-fluorosulfonylacetate in a regioselective manner, leading to 1,1-difluoro-2-siloxy-2-vinylcyclopropanes in good yields. The cyclopropanes thus obtained were in turn subjected to fluoride-ion-catalyzed ring opening to afford 1-fluorovinyl vinyl

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Global Trade Item Number

SKU	GTIN
441457-25G	04061832282015
441457-5G	04061833002438