| Identification | More | [Name]
TRI-P-TOLYLPHOSPHINE | [CAS]
1038-95-5 | [Synonyms]
AURORA KA-1142 LABOTEST-BB LTBB005429 PHOSPHORUS TRI-P-TOLYL TRI-4-TOLYLPHOSPHINE TRI-P-TOLYLPHOSPHINE TRIS(4-METHYLPHENYL)PHOSPHINE TRIS(4-TOLYL)PHOSPHINE TRIS(P-TOLYL)PHOSPHINE Phosphine, tri-p-tolyl- Phosphine, tris(p-tolyl)- tri-(4-Methylphenyl)phosphine Tri-para-tolylphosphine tris(4-methylphenyl)-phosphin Tris(p-methylphenyl)phosphine tris(p-tolyl)-phosphin Tri-p-tolyphosphine Tris(p-tolyl)phosphine, 98+% Tri-p-tolylphosphine,98% TRI-P-TOYL PHOSPHINE TRIS(P-TOLYL)PHOSPHINE (TPTP) | [EINECS(EC#)]
213-863-5 | [Molecular Formula]
C21H21P | [MDL Number]
MFCD00008542 | [Molecular Weight]
304.37 | [MOL File]
1038-95-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
144-148 °C(lit.)
| [Boiling point ]
399.8±41.0 °C(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Crystals or Crystalline Powder | [color ]
White to light yellow | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Air Sensitive | [Detection Methods]
HPLC,NMR | [BRN ]
651045 | [InChI]
InChI=1S/C21H21P/c1-16-4-10-19(11-5-16)22(20-12-6-17(2)7-13-20)21-14-8-18(3)9-15-21/h4-15H,1-3H3 | [InChIKey]
WXAZIUYTQHYBFW-UHFFFAOYSA-N | [SMILES]
P(C1=CC=C(C)C=C1)(C1=CC=C(C)C=C1)C1=CC=C(C)C=C1 | [CAS DataBase Reference]
1038-95-5(CAS DataBase Reference) | [Storage Precautions]
Air sensitive | [EPA Substance Registry System]
Phosphine, tris(4-methylphenyl)- (1038-95-5) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
SZ3880000
| [F ]
10-23 | [TSCA ]
Yes | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
suzuki reaction | [Application]
Tri-p-tolylphosphine is commonly used in pharmaceutical manufacturing as
a ligand in catalysis, particularly in palladium-catalyzed
cross-coupling reactions. These reactions are crucial for forming
carbon-carbon bonds in drug synthesis. | [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 reaction type: Cross Couplings | [Synthesis]
20 g Sodium (0.870 mol) was added to 125 ml toluene, then the mixture was heated up to 383 K and stirred to form fine particles of sodium, which subsequently melted. Then the temperature was lowered to 323 K. P-chlorotoluene (55.2 g /0.436 mol) and phosphorus trichloride (19.8 g / 0.144 mol) were added, keeping the temperature between 323 K and 333 K for two hours. The product was concentrated in a vacuum to gain a white solid (35.0 g, 80%) (Brown et al., 1988). The pure title compound (TRI-P-TOLYLPHOSPHINE) was obtained by crystallizing from methanol.[1] | [References]
[1] Tri-p-tolylphosphine. Crystallographic Communications. August 2008 64(Pt 9):o1783-o1783 |
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