Tris(4-fluorophenyl)phosphine Chemical Properties

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

InChIKey

GEPJPYNDFSOARB-UHFFFAOYSA-N

SMILES

P(C1=CC=C(F)C=C1)(C1=CC=C(F)C=C1)C1=CC=C(F)C=C1

CAS DataBase Reference

18437-78-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29319090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Tris(4-fluorophenyl)phosphine Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

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.

Uses

Tris(4-fluorophenyl)phosphine, is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Uses

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

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

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%.

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