Tris(4-methoxyphenyl)phosphine
- CAS NO.:855-38-9
- Empirical Formula: C21H21O3P
- Molecular Weight: 352.36
- MDL number: MFCD00014896
- EINECS: 212-723-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-03-08 15:18:56
What is Tris(4-methoxyphenyl)phosphine?
Chemical properties
White to pale yellow crystalline powder
The Uses of Tris(4-methoxyphenyl)phosphine
Tris(4-methoxyphenyl)phosphine is a useful intermediate employed in organic synthesis and in other chemical processes.
The Uses of Tris(4-methoxyphenyl)phosphine
suzuki reaction
What are the applications of Application
Tris(4-methoxyphenyl)phosphine is used as a ligand in organometallic chemistry and homogeneous catalysis.
This compound is suitable for the following reaction types: Buchwald-Hartwig Cross Coupling Reaction, Heck Reaction, Hiyama Coupling, Negishi Coupling, Sonogashira Coupling, Stille Coupling, Suzuki-Miyaura Coupling, and Cross Couplings.
Synthesis
To a solution of tertiary phosphine oxides 2 (0.4mmol) in CH2Cl2 (2mL) was added oxalyl chloride (0.4mmol) dropwise at room temperature under an argon atmosphere. After 30 minutes, HEH (1mmol) was added to the mixture in one portion, and TEA (3mmol) was added. The mixture was stirred for another 2h at 40°C and then diluted with H2O (10mL). The resulting mixture was extracted with CH2Cl2 repeatedly. The extracts were dried (anhydrous Na2SO4) and evaporated. The crude product was purified by column chromatography on silica gel using ethyl acetate/petroleum ether to afford the pure product Tris(4-methoxyphenyl)phosphine.
Properties of Tris(4-methoxyphenyl)phosphine
Melting point: | 131-134 °C (lit.) |
Boiling point: | 457.8±40.0 °C(Predicted) |
Density | 1.1352 (estimate) |
storage temp. | Inert atmosphere,Room Temperature |
form | Crystalline Powder |
color | White to pale yellow |
Water Solubility | Insoluble in water. |
Sensitive | Air Sensitive |
BRN | 2815911 |
InChI | InChI=1S/C21H21O3P/c1-22-16-4-10-19(11-5-16)25(20-12-6-17(23-2)7-13-20)21-14-8-18(24-3)9-15-21/h4-15H,1-3H3 |
CAS DataBase Reference | 855-38-9(CAS DataBase Reference) |
EPA Substance Registry System | Phosphine, tris(4-methoxyphenyl)- (855-38-9) |
Safety information for Tris(4-methoxyphenyl)phosphine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Tris(4-methoxyphenyl)phosphine
InChIKey | UYUUAUOYLFIRJG-UHFFFAOYSA-N |
SMILES | P(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=C(OC)C=C1 |
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