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HomeProduct name listDiphenylphosphinic Chloride

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
Diphenylphosphinic Chloride Structural

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.Diphenylphosphinic Chloride

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  n20/D 1.609(lit.)
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)
ghs
Flame
Flammables
GHS02
ghs
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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