Tris(4-fluorophenyl)phosphine
Synonym(s):Tri-(p-fluorophenyl)phosphine
- CAS NO.:18437-78-0
- Empirical Formula: C18H12F3P
- Molecular Weight: 316.26
- MDL number: MFCD00013553
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-11-17 13:52:59
What is Tris(4-fluorophenyl)phosphine?
Chemical properties
white to light yellow crystal powde
The Uses of Tris(4-fluorophenyl)phosphine
Tris(4-fluorophenyl)phosphine (TFPP) and tris(2,2,2- trifluoroethyl) phosphite (TTFP) were used as flame-retarding additives in Li-ion battery clectrolytes.
Ligand for rhodium-catalyzed oxygenative addition to terminal alkynes for a greener synthesis esters, amides, and carboxylic acids.
The Uses of Tris(4-fluorophenyl)phosphine
Tris(4-fluorophenyl)phosphine, is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.
The Uses of Tris(4-fluorophenyl)phosphine
Ligand for rhodium-catalyzed oxygenative addition to terminal alkynes for a greener synthesis esters, amides, and carboxylic acids.
Rhodium-Catalyzed Oxygenative Addition to Terminal Alkynes for the Synthesis of Esters, Amides, and Carboxylic Acids
Preparation
with 4-bromofluorobenzene, magnesium, and phosphorous (III) trichloride.3 Alternatively, reduction of tris(4-fluorophenyl)phosphine oxide with an iron catalyst.
General Description
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Synthesis
Tris (4-fluorophenyl)phosphine oxide could be used as a starting material to synthesize Tris(4-fluorophenyl)phosphine. Into the reactor were added 0.2 mmol of tris(4-fluorophenyl)phosphine oxide, 0.36 mmol of trifluoroacetic anhydride, and 1 ml of dioxane as a solvent. Stir at room temperature under a nitrogen atmosphere for 30 min; after the reaction, continue adding 0.2 mmol of sodium bicarbonate, 0.24 mmol of 15-Crown-5, and 1.2 mmol of sodium hydride under a nitrogen environment. Under 150 ℃, stir for 24 hours, stop the reaction, cool to room temperature, and distilled under reduced pressure to remove the solvent. The crude product is separated by column chromatography to obtain Tris(4-fluorophenyl)phosphine with a yield of 74%.
Properties of Tris(4-fluorophenyl)phosphine
Melting point: | 79-83 °C(lit.) |
Boiling point: | 160°C/0.1mmHg(lit.) |
storage temp. | Inert atmosphere,Room Temperature |
form | Crystalline Powder |
color | White to very slightly yellow |
Water Solubility | Insoluble in water. |
Sensitive | Air Sensitive |
BRN | 919838 |
InChI | InChI=1S/C18H12F3P/c19-13-1-7-16(8-2-13)22(17-9-3-14(20)4-10-17)18-11-5-15(21)6-12-18/h1-12H |
CAS DataBase Reference | 18437-78-0(CAS DataBase Reference) |
Safety information for Tris(4-fluorophenyl)phosphine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Tris(4-fluorophenyl)phosphine
InChIKey | GEPJPYNDFSOARB-UHFFFAOYSA-N |
SMILES | P(C1=CC=C(F)C=C1)(C1=CC=C(F)C=C1)C1=CC=C(F)C=C1 |
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