| Identification | More | [Name]
TRIS(2-METHOXYPHENYL)PHOSPHINE | [CAS]
4731-65-1 | [Synonyms]
TRI(2-METHOXYPHENYL)PHOSPHINE
TRIS(2-METHOXYPHENYL)PHOSPHINE
TRIS(O-ANISYL)PHOSPHINE
TRIS(O-METHOXYPHENYL)PHOSPHINE
Phosphine, tris(2-methoxyphenyl)-
Tri(o-anisyl)phosphine
TRIS-(2-ANISYL)PHOSPHINE
Tris(o-methoxyphenyl)phosphine,min.98%
Tris(o-methoxyphenyl)phosphine, min. 98% | [EINECS(EC#)]
225-235-8 | [Molecular Formula]
C21H21O3P | [MDL Number]
MFCD00014892 | [Molecular Weight]
352.36 | [MOL File]
4731-65-1.mol |
| Questions And Answer | Back Directory | [Synthesis]
2-liter reaction vessel equipped with a thermometer, mechanical stirrer, dropping funnel, and reflux condenser was connected to an inert gas source and loaded with 113 g (1.04 mol) of anisole and 250 ml of MTBE. After degassing, 440 ml (0.70 mol) of n-butyllithium (1.6 M in hexane) was added over 1 hour, during which time the temperature was gradually increased to the reflux temperature (approximately 60 °C). After maintaining this temperature for 16 hours, the reactor contents were cooled to ambient temperature (at which point GC analysis showed a n-butyllithium conversion > 99%, with the formation of a corresponding amount of 2-thioanisole). Next, a mixture of 100 ml of MTBE and 19.3 ml (31.0 g, 0.225 mol) of phosphorus trichloride was added at a rate not exceeding 30 °C. After the addition was complete, the white/yellow suspension was stirred for another 4 hours. Subsequently, 30 ml of water was added, and the white precipitate was filtered off. Next, the white solid was washed with methanol (2 × 200 ml), filtered, and dried under vacuum (1 mbar, 60 °C). Yield: 63.4 g (80%) of a fine white powder, which, according to 1H NMR and 31P NMR, is >99% pure TOMPP. |
| Chemical Properties | Back Directory | [Appearance]
white powder or crystals | [Melting point ]
204-208 °C
| [Boiling point ]
477.3±40.0 °C(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Liquid | [color ]
Colorless to yellow or pale orange | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Air Sensitive | [BRN ]
2776186 | [InChI]
InChI=1S/C21H21O3P/c1-22-16-10-4-7-13-19(16)25(20-14-8-5-11-17(20)23-2)21-15-9-6-12-18(21)24-3/h4-15H,1-3H3 | [InChIKey]
IIOSDXGZLBPOHD-UHFFFAOYSA-N | [SMILES]
P(C1=CC=CC=C1OC)(C1=CC=CC=C1OC)C1=CC=CC=C1OC | [CAS DataBase Reference]
4731-65-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335-H413 | [Precautionary statements ]
P273-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3 | [TSCA ]
No | [HS Code ]
29319090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 4
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
white powder or crystals | [Uses]
suzuki reaction | [Hazard]
Tris(2-Methoxyphenyl)phosphine causes skin irritation and serious eye irritation, and may cause long lasting harmful effects to aquatic life.
| [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 | [Chemical Reactivity]
Treatment of the diiron hexacarbonyl complexes [μ-SCH2CH(R)S-μ]Fe2(CO)6 with a monophosphine ligand tris(2-methoxyphenyl)phosphine in the presence of Me3NO 2H2O gave monosubstituted complexes [μ-SCH2CH(R)S-μ]Fe2(CO)5[P(C6H4OCH3-2)3] in 60–89% yields.
| [References]
[1] Raymond C. Bott, Graham Smith, Peter C. Healy. “Structural studies of two-coordinate complexes of tris(2-methoxylphenyl)phosphine and tris(4-methoxyphenyl)phosphine with gold(I) halides.” Polyhedron 26 12 (2007): Pages 2803-2809.
[2] O. Shawkataly. “Pentacarbonyl[tris(2-methoxyphenyl)phosphine-P]chromium and its Molybdenum Analogue.” Acta crystallographica. Section C, Crystal structure communications 75 1 (1996): 1352–1355.
|
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
|