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Tetrabutylammonium difluorotriphenylsilicate

CAS 163931-61-1

Molecular structure of Tetrabutylammonium difluorotriphenylsilicate

CAS · 163931-61-1

01

Product Overview

Tetrabutylammonium difluorotriphenylsilicate is a high-purity silicon-compounds supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.

02

Product Specifications

Appearance: white crystal solid
Purity(by GC): 95% min
03

Applications

 

1. Fluoride Source in Organic Synthesis

The compound serves as a mild and stable source of fluoride ions for desilylation reactions, deprotection of silyl ethers, and activation of silicon-based reagents.

It offers better solubility and handling compared to inorganic fluoride salts like KF or CsF.

Used in fluoride-mediated cleavage of trialkylsilyl or triaryl silyl protecting groups in the synthesis of complex molecules, including pharmaceuticals and natural products.

2. Catalyst or Reagent in Silicon-Based Chemistry

It is employed in organosilicon chemistry as a reagent to generate reactive silicon intermediates.

Used in the synthesis of fluorosilanes, silicon-containing polymers, and silicon-based materials with tailored properties.

Acts as a nucleophilic fluorine donor in silicon–fluorine bond-forming reactions.

3. Mild Fluoride Delivery Agent

Compared to harsher fluoride sources like HF or TBAF (tetrabutylammonium fluoride), tetrabutylammonium difluorotriphenylsilicate provides a controlled fluoride release, minimizing side reactions.

Useful in sensitive synthetic steps requiring fluoride ions without excess nucleophilicity or basicity.

4. Facilitates Fluoride-Induced Activation

Activates silicon reagents in cross-coupling, addition, or substitution reactions.

Enhances reactivity of silicon nucleophiles by forming reactive pentacoordinate silicon species.

5. Material Science and Surface Chemistry

Used in the functionalization of silicon surfaces, enabling fluoride-mediated etching or surface modification.

Plays a role in preparing fluorosilane-based coatings with hydrophobic or oleophobic properties.

04

Benefits

 

1. Stability and Ease of Handling

Unlike aqueous or gaseous fluoride sources, this salt is stable, non-volatile, and easier to weigh and store.

It can be handled under normal laboratory conditions with less hazard.

2. Selective and Controlled Fluoride Release

The difluorotriphenylsilicate anion allows for controlled delivery of fluoride ions, reducing side reactions in sensitive molecules.

Facilitates mild desilylation and other fluoride-dependent transformations without damaging sensitive functional groups.

3. Enhanced Solubility in Organic Media

The tetrabutylammonium cation increases solubility in organic solvents such as THF, DMF, or DCM.

This enhances its use in homogeneous organic synthesis, increasing reaction efficiency and reproducibility.

4. Versatility

Suitable for a broad range of synthetic applications, including pharmaceuticals, agrochemicals, and specialty chemicals.

Compatible with multiple reaction types, including nucleophilic substitutions, eliminations, and additions involving silicon-fluoride chemistry.

5. Reduced Toxicity Compared to HF-Based Reagents

Offers a safer alternative to highly corrosive hydrofluoric acid (HF) or its derivatives.

Allows synthetic chemists to perform fluoride chemistry with reduced exposure risks.

05

Conclusion

Tetrabutylammonium difluorotriphenylsilicate (CAS 163931-61-1) is a valuable fluoride ion source in modern synthetic and materials chemistry. Its unique combination of:

Controlled fluoride release

Stability and ease of handling

Solubility in organic solvents

Versatility in silicon-based and organic reactions

makes it indispensable for selective desilylation, activation of silicon reagents, and surface functionalization. It bridges the gap between highly reactive fluoride sources and the need for mild, selective synthetic methods, especially in the pharmaceutical and fine chemical industries.

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