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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:
838-85-7
Molecular Weight:
250.19
Beilstein:
1379164
EC Number:
212-657-2
MDL number:
MFCD00003033
UNSPSC Code:
12352100
PubChem Substance ID:
24888299
NACRES:
NA.22

Assay

99%

form

crystals

mp

62-66 °C (lit.)

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

Certificates of Analysis (COA)

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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)
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
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)
Guowei Wang et al.
Environmental science & technology, 50(24), 13555-13564 (2016-12-21)
Understanding bioaccumulation and metabolism is critical for evaluating the fate and potential toxicity of compounds in vivo. We recently investigated, for the first time, the bioconcentration and tissue distribution of triphenyl phosphate (TPHP) and its main metabolites in selected tissues
Michiel Bastiaensen et al.
Environment international, 146, 106147-106147 (2020-11-03)
Exposure to organophosphate flame retardants and plasticizers (PFRs) is commonly estimated by measuring biomarker concentrations in spot urine samples. However, their concentrations in urine can vary greatly over time due to short biological half-lives and variable exposure, potentially leading to
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