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850608

Sigma-Aldrich

Diphenyl phosphate

99%

Synonym(s):

Diphenyl hydrogen phosphate

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About This Item

Linear Formula:
(C6H5O)2P(O)OH
CAS Number:
Molecular Weight:
250.19
Beilstein:
1379164
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

crystals

mp

62-66 °C (lit.)

functional group

phosphate

SMILES string

OP(=O)(Oc1ccccc1)Oc2ccccc2

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)

InChI key

ASMQGLCHMVWBQR-UHFFFAOYSA-N

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Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Xiao Yan et al.
Chemosphere, 200, 569-575 (2018-03-06)
Urinary metabolites of phosphate flame retardants (PFRs) were determined in workers from an electronic waste (e-waste) recycling site and an incineration plant, in order to assess the PFR exposure risks of workers occupied with e-waste recycling and incineration. Bis(2-chloroethyl) phosphate
Living cationic polymerization of isobutyl vinyl ether by the diphenyl phosphate/zinc iodide initiating system.
Sawamoto M, et al.
Polym. Bull., 20(5), 407-412 (1988)
Maria K Björnsdotter et al.
Environment international, 112, 59-67 (2017-12-22)
Phosphate flame retardants (PFRs) are ubiquitous chemicals in the indoor environment. Diphenyl phosphate (DPHP) is a major metabolite and a common biomarker of aryl-PFRs. Since it is used as a chemical additive and it is a common impurity of aryl-PFRs
Zongrui Li et al.
Environmental pollution (Barking, Essex : 1987), 262, 114260-114260 (2020-03-03)
A substantial increase in the usage of organophosphate esters (OPEs) as flame retardants and plasticizers in rubbers, textiles, upholstered furniture, lacquers, plastics, building materials and electronic equipment has resulted in their increasing concentrations in the environment over time. However, little
Polymerization of 5-alkyl ?-lactones catalyzed by diphenyl phosphate and their sequential organocatalytic polymerization with monosubstituted epoxides.
Zhao J & Hadjichristidis N.
Polym. Chem., 6(14), 2659-2668 (2015)

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