Diphenylphosphinic Chloride CAS 1499-21-4

Introduction:Basic information about Diphenylphosphinic Chloride CAS 1499-21-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Diphenylphosphinic Chloride Basic information

Product Name:Diphenylphosphinic Chloride
Synonyms:Diphenyl phosphilic chloride;Diphenylphoshinic;DIPHENYLPHOSHINIC CHLORIDE;Diphenylchlorophosphine oxide;Diphenylphosphinyl chloride,98%;(Chloro-phenylphosphoryl)benzene;Diphenylphosphinic acid chloride;Diphenylphosphinicchloride,98%
CAS:1499-21-4
MF:C12H10ClOP
MW:236.63
EINECS:216-107-2
Product Categories:Biochemistry;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Protection & Derivatization Reagents (for Synthesis);Reagents for Oligosaccharide Synthesis;Synthetic Organic Chemistry;Phosphorus compounds;Pharmaceutical Intermediates;organophosphorus compound;Morpholines/Thiomorpholines
Mol File:1499-21-4.mol

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.)
Fp 79 °F
storage temp. 2-8°C
solubility soluble in Chloroform, methanol
form Liquid
Specific Gravity1.24
color Clear colorless to yellow
Water Solubility decomposes
Sensitive Moisture Sensitive
BRN 975191
InChI1S/C12H10ClOP/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
InChIKeyQPQGTZMAQRXCJW-UHFFFAOYSA-N
SMILESClP(=O)(c1ccccc1)c2ccccc2
CAS DataBase Reference1499-21-4(CAS DataBase Reference)
NIST Chemistry ReferenceDiphenylphosphinic 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
10-21
Hazard Note Flammable/Corrosive
HazardClass 8
PackingGroup II
HS Code 29310095
Storage Class3 - Flammable liquids
Hazard ClassificationsEye Dam. 1
Flam. Liq. 3
Skin Corr. 1B
Skin Sens. 1A

Diphenylphosphinic Chloride Usage And Synthesis

Chemical Propertiesclear colorless to yellow liquid
UsesDiphenylphosphinic 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.
ApplicationDiphenylphosphinic 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.
reaction suitabilityreaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
SynthesisTo 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 Preparation Products And Raw materials

Preparation Products4-Methoxyphenyldiphenylphosphine oxide-->N-(diphenylphosphoryl)-P,P-diphenylphosphinic amide
Diphenylphosphinic acid CAS 1707-03-5
Diphenylsilanediol CAS 947-42-2
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