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389560 Sigma-Aldrich

Phenylphosphonic dichloride

technical grade, 90%

Synonym: P,P-Dichlorophenylphosphine oxide, Benzenephosphonic dichloride, Benzenephosphonyl chloride, Phenyldichlorophosphine oxide, Phenylphosphonyl dichloride, Phenylphosphoryl dichloride

  • CAS Number 824-72-6

  • Linear Formula C6H5POCl2

  • Molecular Weight 194.98

  •  Beilstein/REAXYS Number 1072240

  •  EC Number 212-534-3

  •  MDL number MFCD00002070

  •  PubChem Substance ID 24864291

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphorus Precursors
Quality Level   100
grade   technical grade
assay   90%
reaction suitability   reaction 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
  reagent type: ligand
refractive index   n20/D 1.559 (lit.)
bp   258 °C (lit.)
mp   3 °C (lit.)
density   1.375 g/mL at 25 °C (lit.)
functional group   phosphine
SMILES string   ClP(Cl)(=O)c1ccccc1
InChI   1S/C6H5Cl2OP/c7-10(8,9)6-4-2-1-3-5-6/h1-5H
InChI key   IBDMRHDXAQZJAP-UHFFFAOYSA-N

Description

Application

Phenylphosphonic dichloride (PPDC) is an organophosphorus compound with flame-retardant properties.
It can be used:
• In the synthesis of PBPP (3,9-diphenyl-3,9-dioxa-2,4,8,10-tetraoxa-3,9-diphosphaspiro-5,5-undecane), another organo-phosphorus flame retardant.
• As a reactant in the synthesis of perfluoroalkyl(phenyl)phosphinic acids from perfluoroalkyl Grignard reagents.
• As a starting material for the synthesis of benzoxazine monomer containing phenylphosphine oxide which can be polymerized via ring-opening polymerization.
• As a chlorinating agent for the conversion of thienopyrimidinedione into 4,6-dichlorothienopyrimidine.

Packaging

100, 500 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Target organs 
Respiratory system
Supplemental Hazard Statements 
EUH014
RIDADR 
UN 3265 8 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
399.2 °F
Flash Point(C) 
204 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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