| Identification | More | [Name]
TRI-M-TOLYLPHOSPHINE | [CAS]
6224-63-1 | [Synonyms]
PHOSPHORUS TRI-M-TOLYL
TRI-M-TOLYLPHOSPHINE
TRIS(3-METHYLPHENYL)PHOSPHINE
TRIS(3-TOLYL)PHOSPHINE
TRIS(M-TOLYL)PHOSPHINE
Phosphine, tri-m-tolyl-
tri-(3-Methylphenyl)phosphine
tri(3-Tolyl)phosphine
tris(3-methylphenyl)-phosphin
Tri-m-tolyphosphine
Tris(m-tolyl)phosphine, 98+%
Tri(m-tolyl)phosphine,98+%
TRIS(M-TOLYL)PHOSPHINE (TMTP)
Tris(m-methylphenyl)phosphine | [EINECS(EC#)]
228-312-4 | [Molecular Formula]
C21H21P | [MDL Number]
MFCD00008532 | [Molecular Weight]
304.37 | [MOL File]
6224-63-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [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 | [Detection Methods]
HPLC,NMR | [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) | [Storage Precautions]
Air sensitive | [EPA Substance Registry System]
Phosphine, tris(3-methylphenyl)- (6224-63-1) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R38:Irritating to the skin.
R37:Irritating to the respiratory system.
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
10-23 | [TSCA ]
Yes | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
suzuki reaction | [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 |
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