Murdoch University Research Repository

Welcome to the Murdoch University Research Repository

The Murdoch University Research Repository is an open access digital collection of research
created by Murdoch University staff, researchers and postgraduate students.

Learn more

Photodecomposition of bromophenols

Saeed, A., Altarawneh, M.ORCID: 0000-0002-2832-3886 and Dlugogorski, B.Z. (2015) Photodecomposition of bromophenols. Chemosphere, 150 . pp. 749-758.

Link to Published Version:
*Subscription may be required


Photodecomposition of bromophenols (BPs) represents a potent channel of debromination and elimination of these species in the environment. From this perspective, the present contribution reports geometrical parameters, electronic absorption spectra and excited states of the complete series of BPs in their ground state (S0), as well as their first singlet exited state (S1). We calculate excitation energies for S0 → S1 transition within the framework of the time-dependent density functional theory (TDDFT). We estimate and discuss charges on bromine atoms and HOMO-LUMO energy gaps (E H-L) as molecular descriptors for the photoreactivity of BPs and photo-induced debromination mechanism of BPs. Spectral patterns reveal that, as the degree of bromination increases, peaks of absorption spectra red-shift toward wavelengths near 300 nm, for the pentabrominated phenol. Based on the analysis of optimised geometries and Hirshfeld's atomic charges, photodebromination of BPs commences via the loss of an ortho Br atom. The excitation energies decrease linearly with increasing number of bromine atoms. This indicates that, higher brominated congeners of BPs photodecompose more readily than lower brominated congeners.

Item Type: Journal Article
Murdoch Affiliation(s): School of Engineering and Information Technology
Publisher: Elsevier
Copyright: © 2015 Elsevier Ltd.
Item Control Page Item Control Page