Identification | More | [Name]
Diphenylphosphinyl chloride | [CAS]
1499-21-4 | [Synonyms]
CHLORODIPHENYLPHOSPHINE OXIDE CHLORODIPHIOSPHINE OXIDE DIPHENYLPHOSPHINIC CHLORIDE DIPHENYLPHOSPHINYL CHLORIDE DPPC DPP-CL PHOSPHINIC CHLORIDE, DIPHENYL- Diphenylphosphinochloridic acid Phosphine oxide, chlorodiphenyl- Diphenylphosphinic acid chloride Diphenylphosphinicchloride,98% DIPHENYLPHOSPHINYL CHLORIDE OR CHLORODIPHENYLPHOSPHINE OXIDE ORDIPHENYLPHOSPHINIC CHLORIDE Diphenyl phosphilic chloride Diphenylphoshinic DIPHENYLPHOSHINIC CHLORIDE (Chloro-phenylphosphoryl)benzene Diphenylchlorophosphine oxide | [EINECS(EC#)]
216-107-2 | [Molecular Formula]
C12H10ClOP | [MDL Number]
MFCD00002077 | [Molecular Weight]
236.63 | [MOL File]
1499-21-4.mol |
Chemical Properties | Back Directory | [Appearance]
clear colorless to yellow liquid | [Melting point ]
20°C | [Boiling point ]
222 °C/16 mmHg (lit.) | [density ]
1.24 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.609(lit.)
| [Fp ]
79 °F
| [storage temp. ]
2-8°C
| [solubility ]
soluble in Chloroform, methanol | [form ]
Liquid | [color ]
Clear colorless to yellow | [Specific Gravity]
1.24 | [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 Data | Back Directory | [Hazard Codes ]
C,F | [Risk Statements ]
R10:Flammable. R34:Causes burns. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [Hazard Note ]
Flammable/Corrosive | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29310095 |
Hazard Information | Back Directory | [Chemical Properties]
clear colorless to yellow liquid | [Uses]
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. | [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. |
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