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Diphenyl phosphate

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Diphenyl phosphate Basic information

Product Name:
Diphenyl phosphate
Synonyms:
  • DIPHENYL PHOSPHATE
  • Diphenyl phosphate 99%
  • PHOSPHORIC ACID DIPHENYL ESTER
  • PHOSPHORIC ACID DIPLHENYL ESTER
  • Diphenyl phosphate, 99.7%
  • Phosphoric acid diphenyl
  • Phosphoric acid hydrogen diphenyl ester
  • Biphenyl Ester
CAS:
838-85-7
MF:
C12H11O4P
MW:
250.19
EINECS:
212-657-2
Product Categories:
  • Aromatics
  • Metabolites & Impurities
  • Phosphorylating and Phosphitylating Agents
  • Biochemistry
  • Reagents for Oligosaccharide Synthesis
  • Organic Phosphates/Phosphites
  • Organic Building Blocks
  • Phosphorus Compounds
  • Aromatics, Metabolites & Impurities, Phosphorylating and Phosphitylating Agents
Mol File:
838-85-7.mol
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Diphenyl phosphate Chemical Properties

Melting point:
62-66 °C (lit.)
Boiling point:
280°C
Density 
0,76 g/cm3
refractive index 
1.6250
Flash point:
4°C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Crystalline Powder
pka
1.12±0.50(Predicted)
color 
White
Water Solubility 
Soluble in benzene. Insoluble in water.
BRN 
1379164
InChI
1S/C12H11O4P/c13-17(14,15-11-7-3-1-4-8-11)16-12-9-5-2-6-10-12/h1-10H,(H,13,14)
InChIKey
ASMQGLCHMVWBQR-UHFFFAOYSA-N
SMILES
OP(=O)(Oc1ccccc1)Oc2ccccc2
CAS DataBase Reference
838-85-7(CAS DataBase Reference)
EPA Substance Registry System
Diphenyl phosphate (838-85-7)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
TC5470000
TSCA 
TSCA listed
HS Code 
29190090
Storage Class
11 - Combustible Solids

MSDS

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Diphenyl phosphate Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

Diphenyl phosphate can be used as an organic catalyst for the ring-opening polymerization (ROP) of renewable 5-alkyl δ-lactones. In combination with zinc iodide, it forms a novel initiating system for the living cationic polymerization of isobutyl vinyl ether.

Definition

ChEBI: Diphenyl phosphate is an aryl phosphate and metabolite of the flame retardant Triphenyl Phosphate and also a metabolite of 2-Ethylhexyl diphenyl phosphate.

Purification Methods

Crystallise it from CHCl3/pet ether. [Cherbuliez in Organo Phosphorus Compounds (Kosolapoff & Maier eds) Wiley Vol 6 pp 211-577 1973, Beilstein 6 IV 714.]

Toxics Screening Level

The initial threshold screening level (ITSL) for diphenyl phosphoric acid is 0.1 μg/m3 based on annual averaging time.

References

[1] XIAO YAN . Urinary metabolites of phosphate flame retardants in workers occupied with e-waste recycling and incineration[J]. Chemosphere, 2018, 200: Pages 569-575. DOI:10.1016/j.chemosphere.2018.02.148.
[2] MITSUO SAWAMOTO Toshinobu H Masami Kamigaito. Living cationic polymerization of isobutyl vinyl ether by the diphenyl phosphate/zinc iodide initiating system[J]. Polymer Bulletin, 1988, 20 5: 407-412. DOI:10.1007/BF01153430.

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