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Atomfair Tetrabutylammonium Difluorotriphenylsilicate TBAT C34H51F2NSi CAS 163931-61-1
Tetrabutylammonium Difluorotriphenylsilicate (TBAT) is a highly specialized organosilicon compound with the molecular formula C34H51F2NSi and CAS number 163931-61-1 . This reagent is widely recognized in synthetic chemistry for its role as a mild fluoride source and nucleophilic activator. TBAT is particularly valued for its solubility in organic solvents, stability under ambient conditions, and compatibility with sensitive functional groups. It is commonly employed in desilylation reactions, cross-coupling protocols, and as a catalyst in silicon-based transformations. Supplied as a high-purity crystalline solid, TBAT is ideal for researchers requiring precise control in advanced organic synthesis, medicinal chemistry, and materials science applications.
Description
Tetrabutylammonium Difluorotriphenylsilicate (TBAT) is a highly specialized organosilicon compound with the molecular formula C34H51F2NSi and CAS number 163931-61-1. This reagent is widely recognized in synthetic chemistry for its role as a mild fluoride source and nucleophilic activator. TBAT is particularly valued for its solubility in organic solvents, stability under ambient conditions, and compatibility with sensitive functional groups. It is commonly employed in desilylation reactions, cross-coupling protocols, and as a catalyst in silicon-based transformations. Supplied as a high-purity crystalline solid, TBAT is ideal for researchers requiring precise control in advanced organic synthesis, medicinal chemistry, and materials science applications.
Properties
- CAS Number: 163931-61-1
- Complexity: 401
- IUPAC Name: difluoro(triphenyl)silanuide;tetrabutylammonium
- 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
- InChI Key: RQBKGJOQACIQDG-UHFFFAOYSA-N
- Exact Mass: 539.37588349
- Molecular Formula: C34H51F2NSi
- Molecular Weight: 539.9
- SMILES: CCCC[N+](CCCC)(CCCC)CCCC.C1=CC=C(C=C1)[Si-](C2=CC=CC=C2)(C3=CC=CC=C3)(F)F
- Monoisotopic Mass: 539.37588349
- Synonyms: 163931-61-1, Tetrabutylammonium difluorotriphenylsilicate, 629-428-1, TBAT, Tetrabutylammonium difluorotriphenylsilicate(IV), difluoro(triphenyl)silanuide;tetrabutylazanium, Tetrabutylammonium triphenyldifluorosilicate, Tetrabutylamoniumdifluorotriphenylsilicate, TETRABUTYLAMMONIUM TRIPHENYLDIFLUORO-SIL, N,N,N-Tributyl-1-butanaminium (TB-5-11)-Difluorotriphenylsilicate(1-); TBAT; Tetrabutylammonium Triphenyldifluorosilicate; Tetrabutylammonium Triphenylsilyl Difluoride; Tetrabutylammonium(1+) Difluorotriphenylsilicate(1-), MFCD00274218, CHEMBL1077766, DTXSID60432449, BCP10117, AKOS024462927, DS-9421, FT60389, HY-W004963, PD196407, difluorotriphenylsilanuide; tetrabutylazanium, T1909, Tetrabutylammoniumdifluorotriphenylsilicate(IV), EN300-7408594, Tetrabutylammonium triphenyldifluorosilicate (TBAT)
Tetrabutylammonium Difluorotriphenylsilicate (TBAT) is primarily used as a fluoride source for selective desilylation of protecting groups in complex molecule synthesis. It facilitates silicon-oxygen bond cleavage under mild conditions, making it indispensable in peptide and carbohydrate chemistry. TBAT also serves as a nucleophilic activator in Pd-catalyzed cross-coupling reactions, enhancing yields with minimal side products. Its stability and solubility in non-polar solvents broaden its utility in organometallic and polymer chemistry research.
Safety and Hazards
GHS Hazard Statements
- H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
- H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
Precautionary Statements
- P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501
Hazard Classes and Categories
- Skin Corr. 1B (100%)
- Eye Dam. 1 (100%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.
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