Bisphenol A bis(diphenyl phosphate) (BADP, BAPP, BPADP, BDP)

Catalog	ACM5945335
CAS	5945-33-5
Structure
Boiling Point	110.6 °C
Melting Point	-93 °C
Flash Point	40 °F (4 °C) (cc)
Storage	Ambient (>5 °C)
Analyte Name	Bisphenol A bis(diphenyl phosphate) (BADP, BAPP, BPADP, BDP)
Components Number	1
Matrix	100 µg/mL in Toluene

Case Study

Dust Measurement of Bisphenol A Bis(Diphenylphosphate) and Resorcinol Bis(Diphenylphosphate) Flame Retardants

Brandsma, Sicco H., et al. Environmental science & technology, 2013, 47(24), 14434-14441.

The halogen-free organophosphorus flame retardants (PFRs) Resorcinol bis(diphenylphosphate) (RBDPP) and bisphenol A bis(diphenylphosphate) (BPA-BDPP) serve as the decabromodiphenyl ether (Deca-BDE) alternatives for use in TV/flatscreen housing and other electronic consumer products.
The research team gathered dust samples from multiple microenvironments to test them for RBDPP and BPA-BDPP contents. The dust samples were examined for decabromodiphenyl ether (BDE-209) to allow comparison and also for TPHP which forms as a byproduct in both RBDPP and BPA-BDPP technical products.
Key findings
· The analysis demonstrated that BPA-BDPP showed up in the majority of dust samples tested. The electronic equipment dust samples exhibited the highest BPA-BDPP concentrations ranging from < 0.1 ~ 1300 μg/g and RBDPP levels between <0.04 ~ 520 μg/g.
· Dust samples taken farther from electronic devices exhibited lower levels of RBDPP and BPA-BDPP. Dust samples gathered from electronic devices displayed similar BDE-209 concentrations which were substantially lower than those of BPA-BDPP/RBDPP suggesting electronics did not release BDE-209.
· The measured TPHP levels showed strong positive correlations with RBDPP concentrations (r = 0.805) and BPA-BDPP levels (r = 0.924) because TPHP exists as a byproduct within RBDPP and BPA-BDPP commercial mixtures used in electronics.

Study on the Biotransformation of Bisphenol A Bis(Diphenyl Phosphate) Flame Retardant Additive

Herczegh, Sofia M., et al. Chemosphere, 2023, 310, 136796.

There has been a shift in the production and application of organophosphate esters (OPEs) towards larger and new 'novel' (oligomeric) OPEs which serve as flame retardants and plasticizers. This study analyzed the biotransformation of the OPE bisphenol-A bis(diphenyl phosphate) (BPADP) with microsomal assays from Wistar-Han rat and herring gull liver in vitro.
· Evaluation method
The study investigated hypothesized target metabolites bisphenol-A (BPA) and diphenyl phosphate (DPHP) along with other metabolites using a lines of evidence approach. Both BPA and DPHP function as rat metabolites of BPADP and they were quantified using UHPLC-QQQ-MS/MS. The UHPLC-Q-Exactive-Orbitrap-HRMS/MS system enabled the detection of extra non-target metabolites which software then identified.
· Key findings
The rat assay revealed BPADP depletion at 44 ± 10% alongside 3.9% BPA and 2.6% DPHP conversion. The metabolic process of BPADP revealed significantly slower rates than the extensively researched organophosphate ester triphenyl phosphate (TPHP). The depletion rate of BPADP in gull liver assays showed a significantly slower pace than in rat liver assays. The study identified two Phase I O-dealkylation products and five Phase I oxidation products along with one Phase II glutathione adduct as additional non-target metabolites confirming consistency between in vitro and in silico evidence. Multiple lines of evidence indicate that BPADP maintains its presence in mammals and birds that have been exposed to it.

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