TRIS(4-TRIFLUOROMETHYLPHENYL)PHOSPHINE Chemical Properties

Melting point:

70-75 °C

Boiling point:

382.8±42.0 °C(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Sparingly), Methanol (Slightly)

form 

Liquid

color 

Clear

Water Solubility 

Insoluble in water.

InChI

InChI=1S/C21H12F9P/c22-19(23,24)13-1-7-16(8-2-13)31(17-9-3-14(4-10-17)20(25,26)27)18-11-5-15(6-12-18)21(28,29)30/h1-12H

InChIKey

PXYCJKZSCDFXLR-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

13406-29-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

TSCA 

No

HazardClass 

IRRITANT

HS Code 

29319090

MSDS

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

TRIS(4-TRIFLUOROMETHYLPHENYL)PHOSPHINE Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

Tris[4-(trifluoromethyl)phenyl]phosphine is a raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

Synthesis

GENERAL METHODS: Triphenylphosphine oxide or its sulfide (1 mmol), anhydrous hexane (1 mL) and 1c (1 mmol) were sequentially added to Schlenk tubes under nitrogen atmosphere protection. The reaction was carried out at room temperature for 10 min and the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was filtered through a silica gel pad and washed several times with ethyl acetate. Subsequently, the ethyl acetate was removed by evaporation and the residue was purified by fast column chromatography on silica gel, using pure cyclohexane as eluent, to afford the target product tris(4-trifluorotoluene)phosphine. The product yield was determined by gas chromatography (GC) without further purification.

References

[1] Journal of Organic Chemistry, 2008, vol. 73, # 4, p. 1524 - 1531
[2] Russian Journal of General Chemistry, 2015, vol. 85, # 5, p. 1156 - 1160
[3] Zh. Obshch. Khim.,
[4] Advanced Synthesis and Catalysis, 2016, vol. 358, # 1, p. 26 - 29

TRIS(4-TRIFLUOROMETHYLPHENYL)PHOSPHINE(13406-29-6)Related Product Information

• Tris(4-bromophenyl)amine
• Tris(4-fluorophenyl)phosphine
• Tris(4-isocyanatophenyl) thiophosphate
• TRIS(4-CHLOROPHENYL)PHOSPHINE
• TRIS(4-FORMYLPHENYL)AMINE
• [Tris(para-trifluoromethylphenyl)phosphine]gold(I) chloride
• CHLOROTRIS(PARA-TRIFLUOROMETHYLPHENYL)PHOSPHINE GOLD(I)
• TRIS(4-TRIFLUOROMETHYLPHENYL)PHOSPHINE
• Bis(2,2-dimethylpropanoato)(4-methylphenyl)bis[tris[4-(trifluoromethyl)phenyl]phosphine]rhodium
• DIPHENYL(P-TOLYL)PHOSPHINE
• TRI-P-TOLYLPHOSPHINE
• (4-TRIFLUOROMETHYLPHENYL)PHOSPHINE
• BIS(4-TRIFLUOROMETHYLPHENYL)PHOSPHINE
• 4-TOLYLPHOSPHINE
• DI-P-TOLYLPHOSPHINE