Diphenylphosphinic Chloride
Synonym(s):Diphenylphosphinyl chloride;Diphenylphosphorus oxychloride;Ph2POCl;Chlorodiphenylphosphine oxide;Diphenylchlorophosphine oxide
- CAS NO.:1499-21-4
- Empirical Formula: C12H10ClOP
- Molecular Weight: 236.63
- MDL number: MFCD00002077
- EINECS: 216-107-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-05-20 14:01:34
What is Diphenylphosphinic Chloride?
Chemical properties
clear colorless to yellow liquid
The Uses of Diphenylphosphinic Chloride
Diphenylphosphinic chloride (Ph2POCl) is widely used as a precursor to synthesize various chiral phosphine bidentate ligands for asymmetric synthesis, in addition to several peptide coupling agents.
What are the applications of Application
Diphenylphosphinic chloride is a reagent that is used in the synthesis of bidentate ligands and peptide coupling agents. It is used as flame retardants. It also act as pharmaceutical adjuvant.
Synthesis
To an oven-dried 100 mL, a two-necked flask fitted with a reflux condenser was added Et2O (depending on the Grignard reagent solution's concentration) and POCl3. The solution was cooled in an ice-salt mixture, and a Grignard reagent solution in Et2O was slowly added. After stirring with cooling for 30 min, the reaction mixture was brought to rt and stirred for the indicated time. The mixture was then cooled in an ice-salt mixture, and the alcohol and pyridine were slowly added. Stirring with cooling for 5 min was followed by reaction at rt. The reaction was quenched after the indicated time by cooling in an ice-salt mixture and adding sat aq NH4Cl. The crude mixture was then poured into CH2Cl2, washed three times with HCl, dried, filtered, and evaporated to dryness. The excess alcohol was removed using a short-path vacuum distillation apparatus, and the resulting crude product Diphenylphosphinic Chloride was purified by column chromatography.
Properties of Diphenylphosphinic Chloride
Melting point: | 20°C |
Boiling point: | 222 °C/16 mmHg (lit.) |
Density | 1.24 g/mL at 25 °C (lit.) |
refractive index | n |
Flash point: | 79 °F |
storage temp. | 2-8°C |
solubility | soluble in Chloroform, methanol |
form | Liquid |
Specific Gravity | 1.24 |
color | Clear colorless to yellow |
Water Solubility | decomposes |
Sensitive | Moisture Sensitive |
BRN | 975191 |
CAS DataBase Reference | 1499-21-4(CAS DataBase Reference) |
NIST Chemistry Reference | Diphenylphosphinic chloride(1499-21-4) |
Safety information for Diphenylphosphinic Chloride
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Corrosion Corrosives GHS05 |
GHS Hazard Statements |
H226:Flammable liquids H314:Skin corrosion/irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
Computed Descriptors for Diphenylphosphinic Chloride
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