Tetrabutylammonium Difluorotriphenylsilicate Chemical Properties

Melting point:

157-163 °C(lit.)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in most organic solvents.

form 

powder to crystal

color 

White to Almost white

Stability:

Hygroscopic, Moisture sensitive

InChI

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

InChIKey

RQBKGJOQACIQDG-UHFFFAOYSA-N

SMILES

[Si-](F)(F)(C1=CC=CC=C1)(C1C=CC=CC=1)C1C=CC=CC=1.[N+](CCCC)(CCCC)(CCCC)CCCC

Safety Information

Hazard Codes 

C

Risk Statements 

14-34

Safety Statements 

22-26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

HazardClass 

8

PackingGroup 

Ⅱ

HS Code 

29319090

MSDS

• Language:English Provider:SigmaAldrich

Tetrabutylammonium Difluorotriphenylsilicate Usage And Synthesis

Description

Tetrabutylammonium difluorotriphenylsilicate, is a fluoride source for nucleophilic fluorination. It is an anion-exchange resin utilized in laboratory experiments for various scientific purposes. Its distinct characteristics render it useful for researchers in chromatography, catalysis, and electrochemistry. It consists of two functional groups: a positively charged ammonium group and a negatively charged difluorotriphenylsilicate group. This resin allows for the exchange of anions within solutions. In chromatography and catalysis, Tetrabutylammonium difluorotriphenylsilicate effectively separates and purifies diverse compounds, including proteins, peptides, and organic molecules. Moreover, it catalyzes organic reactions and contributes to the synthesis of organic compounds. Additionally, it plays a significant role in electrochemical experiments, aiding the study of electrochemical reactions and the measurement of electrochemical potentials.

Chemical Properties

Tetrabutylammonium Difluorotriphenylsilicate(TBAT) is a liquid, degenerate exchange between TBAT and fluorotriphenylsilane (FTPS) is very rapid in THF, inherently increases in rate over time, and is profoundly sensitive to the presence of water.

Physical properties

mp 155–156°C(EtOAc).

Uses

Tetrabutylammonium Difluorotriphenylsilicate (Bardac(R) 208M) is a quaternary ammonium based antimicrobial used as a bacteriostat, deodorant, disinfectant and(or) a microbiocide.

Uses

Tetrabutylammonium Difluorotriphenylsilicate is non-hygroscopic, organic-soluble reagent used as a nucleophilic fluoride source in Nucleophilic Fluorination and Allylation Reactions.

Application

Tetrabutylammonium Difluorotriphenylsilicate(TBAT) was introduced by DeShong in 1995 as a convenient alternative to tetra-n-butylammonium fluoride (TBAF), and is widely employed, inter alia, for C–F generation, deprotection, benzyne generation, and anion generation by Si–X cleavage (X = C, N, O, S).

Preparation

Tetrabutylammonium Difluorotriphenylsilicate is prepared by treatment of triphenylsilyl fluoride with tetrabutylammonium fluoride (TBAF), or by reaction of triphenylsilane with tetrabutylammonium hydrogen difluoride.

Tetrabutylammonium Difluorotriphenylsilicate(163931-61-1)Related Product Information

• Tetrabutylammonium hydrogen sulfate
• Tetrabutylammonium iodide
• TETRA-N-BUTYLPHOSPHONIUM BIS(1,3-DITHIOLE-2-THIONE-4,5-DITHIOLATO)NICKEL(III) COMPLEX
• TETRA-N-BUTYLAMMONIUM BIS(MALEONITRILEDITHIOLATO)NICKEL(III) COMPLEX
• Tetraoctylammonium bromide
• TETRA-N-OCTYLAMMONIUM IODIDE
• Tetrabutylphosphonium bromide
• Tetrabutylammonium hexafluorophosphate
• Tetrabutylammonium tribromide
• Tetrabutylammonium tetrafluoroborate
• Tetrabutylammonium bromide
• Tetrabutylammonium nitrate
• TETRABUTYLAMMONIUM FLUORIDE
• Tetrabutylammonium fluoride trihydrate
• Tetrabutylammonium phosphate
• Tetrapropylammonium hydroxide
• Tetrabutyl ammonium chloride
• Tetrabutylammonium fluoride