Diphenylphosphinic Chloride Chemical Properties

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

Hazard Codes 

C,F

Risk Statements 

10-34

Safety Statements 

16-26-36/37/39-45

RIDADR 

UN 2920 8/PG 2

WGK Germany 

3

F 

10-21

Hazard Note 

Flammable/Corrosive

HazardClass 

8

PackingGroup 

II

HS Code 

29310095

MSDS

• Language:English Provider:Chlorodiphenylphosphine oxide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Diphenylphosphinic Chloride Usage And Synthesis

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.

Diphenylphosphinic Chloride(1499-21-4)Related Product Information

• Diphenylphosphine
• ETHYLENE OXIDE
• Potassium chloride
• Calcium chloride
• Iron oxide
• NITRIC OXIDE
• Choline chloride
• Chlorodiphenylphosphine
• Ammonium chloride
• Thionyl chloride
• Polyvinyl chloride
• Propylene oxide
• Sodium chloride
• 1,5-Diphenylcarbazide
• Zinc oxide
• Magnesium oxide
• 3,4'-DIAMINODIPHENYLMETHANE
• Cuprous oxide