TRI-M-TOLYLPHOSPHINE Chemical Properties

Melting point:

97-99 °C(lit.)

Boiling point:

423.1±44.0 °C(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

crystal

color 

white

Water Solubility 

Insoluble in water.

Sensitive 

Air Sensitive

BRN 

658863

InChI

InChI=1S/C21H21P/c1-16-7-4-10-19(13-16)22(20-11-5-8-17(2)14-20)21-12-6-9-18(3)15-21/h4-15H,1-3H3

InChIKey

LFNXCUNDYSYVJY-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

6224-63-1(CAS DataBase Reference)

EPA Substance Registry System

Phosphine, tris(3-methylphenyl)- (6224-63-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-38-37-36

Safety Statements 

26-36

WGK Germany 

3

F 

10-23

TSCA 

Yes

HS Code 

29319090

MSDS

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

TRI-M-TOLYLPHOSPHINE Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

suzuki reaction

Uses

Tri-m-tolylphosphine acts as a reagent for the preparation, crystal structure, multinuclear NMR, antitumor activity, photolysis of silver methylxanthate complexes against human adrenocarcinoma breast cancer cells.

Synthesis

The general procedure for the synthesis of tris(m-tolyl)phosphine from the compound (CAS: 6151-88-8) was as follows: magnesium powder (8 mmol, 4 eq.), trimethylchlorosilane (6 mmol, 3 eq.) and 1,3-dimethyl-2-imidazolidinone (DMI, 8 mL) were mixed and compound 2a (2 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the reaction was quenched by adding saturated aqueous ammonium carbonate to the mixture and extracted with ether (10 mL × 3). The organic layers were combined, washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was analyzed by 31P NMR, showing a 97:3 ratio of tris(m-tolyl)phosphine (1a) to the feedstock 2a. The crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 5:1) to give the target product, tris(m-tolyl)phosphine (1a), in 96% yield (Table 1, entry 1).

References

[1] Synthesis, 2011, # 24, p. 4091 - 4098
[2] Tetrahedron Letters, 2015, vol. 56, # 7, p. 918 - 920
[3] Tetrahedron, 2011, vol. 67, # 32, p. 5825 - 5831

TRI-M-TOLYLPHOSPHINE(6224-63-1)Related Product Information

• Tri(o-tolyl)phosphine
• TRI-M-TOLYL PHOSPHATE
• PHOSPHORUS TRI-P-TOLYL,TRI-4-TOLYLPHOSPHINE,TRI-P-TOLYLPHOSPHINE,Tri-para-tolylphosphine,Tri-p-tolylphosphine,98%
• DICHLOROBIS(TRI-O-TOLYLPHOSPHINE)PALLADIUM(II)
• TRIS-(3-(HEPTADECAFLUOROOCTYL)PHENYL)
• TRI(2,5-XYLYL)PHOSPHINE
• DICHLORO[(R)-(-)-4,12-BIS(DI(3,5-XYLYL)PHOSPHINO)-[2,2]-PARACYCLOPHANE][(1S,2S)-(-)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM
• (S)-(-)-2,2'-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL
• TRI-M-TOLYLPHOSPHINE
• (S)-(+)-4,12-BIS(DI(3,5-XYLYL)PHOSPHINO)-[2.2]-PARACYCLOPHANE ,CTH-(S)-3,5-XYLYL-PHANEPHOS
• TRIS(3,5-DIMETHYLPHENYL)PHOSPHINE
• (S)-(-)-7,7'-BIS[DI(3,5-DIMETHYLPHENYL)PHOSPHINO]-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE
• TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE
• Dibromobis(tri-o-tolylphosphine)palladium(II), Pd 12%
• (R)-(-)-4,12-BIS(DI-3,5-XYLYLPHOSPHINO)[2.2]PARACYCLOPHANE(1,5-CYCLOOCTADIENE)RHODIUM(I) TETRAFLUOROBORATE
• BIS(TRIS(3-(H4-PERFLUORODECYL)PHENYL)PH&
• BIS(TRIS(3-(HEPTADECAFLUOROOCTYL)PHE)PHO
• TRIS(4-METHOXY-3,5-DIMETHYLPHENYL)PHOSPHINE