Tetrabutylammonium difluorotriphenylsilicate(IV)

Base Information

• Chemical Name: Tetrabutylammonium difluorotriphenylsilicate(IV)
• CAS No.: 163931-61-1
• Molecular Formula: C₁₆H₃₆N*C₁₈H₁₅F₂Si
• Molecular Weight: 539.868
• Hs Code.: 29319090
• European Community (EC) Number: 629-428-1
• DSSTox Substance ID: DTXSID60432449
• ChEMBL ID: CHEMBL1077766
• Mol file: 163931-61-1.mol

Synonyms:TBAT salt;tetrabutylammonium triphenyldifluorosilicate

Chemical Property of Tetrabutylammonium difluorotriphenylsilicate(IV)

Chemical Property:

• Melting Point: 157-163oC(lit.)
• PSA: 0.00000
• LogP: 8.04680
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in most organic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 539.37588349
• Heavy Atom Count: 38
• Complexity: 401

Purity/Quality:

98.0% ^*data from raw suppliers

Tetrabutylammonium Difluorotriphenylsilicate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.C1=CC=C(C=C1)[Si-](C2=CC=CC=C2)(C3=CC=CC=C3)(F)F
• General Description: TBAT (tetrabutylammonium triphenyldifluorosilicate) serves as an effective fluoride source in the metal-free [3+2] cycloaddition of azides and arynes, enabling the scalable synthesis of benzotriazoles in flow reactors. Its use, alongside acetonitrile as a solvent, facilitates high-yielding and efficient reactions, supporting the production of diverse benzotriazole derivatives with applications in medicinal and bioorthogonal chemistry.

Refernces

Scalable Synthesis of Benzotriazoles via [3+2] Cycloaddition of Azides and Arynes in Flow

10.1002/ejoc.202001543

The research presents a metal-free method for synthesizing benzotriazoles using a flow reactor. The key chemicals involved in this process include azides and arynes, which undergo a [3+2] cycloaddition reaction to form benzotriazoles. The researchers optimized the reaction conditions, using tetrabutylammonium triphenyldifluorosilicate (TBAT) as a fluoride source and acetonitrile as the solvent, achieving high yields and scalability. The study demonstrates the synthesis of various benzotriazoles with different substitution patterns, highlighting the potential for rapid and safe production of these compounds, which have applications in medicinal chemistry and bioorthogonal chemistry.