379-50-0

Basic information

• Product Name: TRIPHENYLFLUOROSILANE
• Synonyms: Fluoro(trisphenyl)silane;NSC 139863;NSC 43086;Triphenylsilicon fluoride;Trisyl fluoride;fluorotriphenylsilave;FLUOROTRIPHENYLSILANE;TRIPHENYLFLUOROSILANE
• CAS NO: 379-50-0
• Molecular Formula: C₁₈H₁₅FSi
• Molecular Weight: 278.4
• EINECS: 206-832-2
• Product Categories: Si (Classes of Silicon Compounds);Si-X (F, Br, I) Compounds
• Mol File: 379-50-0.mol
• Article Data: 19

Chemical Properties

• Melting Point: 62-64 °C(lit.)
• Boiling Point: 207 °C
• Flash Point: >200°C
• Appearance: /solid
• Density: 1,212 g/cm3
• Vapor Pressure: 0.000109mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: TRIPHENYLFLUOROSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIPHENYLFLUOROSILANE(379-50-0)
• EPA Substance Registry System: TRIPHENYLFLUOROSILANE(379-50-0)

Safety Data

• Hazard Codes: C,Xi
• Statements: 14-34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 10
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 379-50-0(Hazardous Substances Data)

Usage

General Description

Triphenylfluorosilane is a synthetically produced chemical compound identified by the formula C18H15FSi. This colorless substance is primarily used in the industry as a reagent in various chemical processes including organic synthesis. Its physical and chemical properties such as its reactivity with water, acid and oxidizing agents make it a valuable material in the manufacturing sector. However, it poses several health hazards upon exposure and therefore must be handled with care. The effects may range from minor skin and eye irritation to serious respiratory issues. It is highly flammable, making it hazardous in the event of a fire.

InChI:InChI=1/C18H15FSi/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H

Upstream product

• 7783-61-1 silicon tetrafluoride 
• 16527-35-8 sodium triphenylsilanolate 
• 791-31-1 triphenylhydroxysilane 
• 1109-15-5 tris(pentafluorophenyl)borate 
• 18751-39-8 (C₆H₅)3Si(OC₄H₉-t) 
• 1829-43-2 iso-propoxytriphenylsilane 
• 1829-41-0 methoxy-triphenyl-silane 
• 104-94-9 4-methoxy-aniline 
• 455-32-3 benzoyl fluoride 
• 150-76-5 4-methoxy-phenol 
• 789-25-3 HSiPh₃ 
• 111-87-5 octanol 
• 13755-29-8 sodium tetrafluoroborate 
• 76-86-8 Triphenylsilyl chloride 

Downstream Products

• 1516-80-9 ethoxytriphenylsilane 
• 1048-08-4 tetraphenylsilane 
• 1829-40-9 hexaphenyldisiloxanne 
• 4158-64-9 1,1,1,3,3,3-hexaphenyl-disilazane 
• 791-31-1 triphenylhydroxysilane 
• 379-49-7 tricyclohexylfluorosilane 
• 17336-25-3 (4-chlorophenoxy)triphenylsilane 
• 1178-66-1 Biphenyl-⁽⁴⁾-oxy-triphenyl-silan 
• 677-21-4 1,1,1-trifluoropropylene 
• 674790-07-9 Rh{(E)-C(CF₃)=CHF}(PEt₃)₃ 
• 312-40-3 difluorodiphenylsilane 
• 1258734-14-3 (S)-2-(triphenylsilyl)-N-(tert-butoxycarbonyl)pyrrolidine 
• 1321603-70-6 C₃₀H₂₉NO₂Si 
• 1321603-42-2 BrH*C₂₂H₂₃NSi 

Relevant articles and documents

On the synthesis and NMR analysis of tetrabutylammonium triphenyldifluorosilicate

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Metal-free hydrogen evolution cross-coupling enabled by synergistic photoredox and polarity reversal catalysis

A synergistic combination of photoredox and polarity reversal catalysis enabled a hydrogen evolution cross-coupling of silanes with H2O, alcohols, phenols, and silanols, which afforded the corresponding silanols, monosilyl ethers, and disilyl ethers, respectively, in moderate to excellent yields. The dehydrogenative cross-coupling of Si-H and O-H proceeded smoothly with broad substrate scope and good functional group compatibility in the presence of only an organophotocatalyst 4-CzIPN and a thiol HAT catalyst, without the requirement of any metals, external oxidants and proton reductants, which is distinct from the previously reported photocatalytic hydrogen evolution cross-coupling reactions where a proton reduction cocatalyst such as a cobalt complex is generally required. Mechanistically, a silyl cation intermediate is generated to facilitate the cross-coupling reaction, which therefore represents an unprecedented approach for the generation of silyl cationviavisible-light photoredox catalysis.

C?H and C?F Bond Activation Reactions of Fluorinated Propenes at Rhodium: Distinctive Reactivity of the Refrigerant HFO-1234yf

The reaction of [Rh(H)(PEt3)3] (1) with the refrigerant HFO-1234yf (2,3,3,3-tetrafluoropropene) affords an efficient route to obtain [Rh(F)(PEt3)3] (3) by C?F bond activation. Catalytic hydrodefluorinations were achieved in the presence of the silane HSiPh3. In the presence of a fluorosilane, 3 provides a C?H bond activation followed by a 1,2-fluorine shift to produce [Rh{(E)-C(CF3)=CHF}(PEt3)3] (4). Similar rearrangements of HFO-1234yf were observed at [Rh(E)(PEt3)3] [E=Bpin (6), C7D7 (8), Me (9)]. The ability to favor C?H bond activation using 3 and fluorosilane is also demonstrated with 3,3,3-trifluoropropene. Studies are supported by DFT calculations.

[B(C6F5)4]: An air stable, lewis acidic stibonium salt that activates strong element-fluorine bonds

As part of our ongoing interest in main group Lewis acids for fluoride anion complexation and element-fluorine bond activation, we have synthesized the stibonium borate salt [Sb(C6F5)4][B(C 6F5)4] (3). The perfluorinated stibonium cation [Sb(C6F5)4]+ present in this salt is a potent Lewis acid which abstracts a fluoride anion from [SbF 6]- and [BF(C6F5)3] - indicating that it is a stronger Lewis acid than SbF5 and B(C6F5)3. The unusual Lewis acidic properties of 3 are further reflected by its ability to polymerize THF or to promote the hydrodefluorination of fluoroalkanes in the presence of Et 3SiH. While highly reactive in solution, 3 is a perfectly air stable salt, making it a convenient Lewis acidic reagent.