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Updated: Aug 5, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Photodecomposition of DDA
Abstract:
The photodecomposition of aqueous solutions of 2,2-bis (p-chlorophenyl) acetic acid (DDA) was slow in sunlight and rapid in the laboratory, producing p,p'-dichlorobenzophenone (DCB), p-chlorobenzaldehyde, p-chlorophenol, and several unidentified polar products. p,p'-Dichlorobenzilic acid, and p,p'-dichlorobenzhydrol gave rise to the same photoproducts, while bis-(p-chlorophenyl) methane (DDM) and chlorogenzilate were converted only to DCB. DCB and p-chlorogenzaldehyde proved to be resistant to photodegradation but gradually produced p-chlorobenzoic acid which, in turn, formed p-hydroxybenzoic and benzoic acids, probably the last environmentally detectable links in the long chain of DDT degradation to CO2 and water. High pressure liquid chromatography (HPLC) proved to be ideal for separating and quantitating the parent compounds and their photoproducts directly from the aqueous photolysates or from methanol solutions of the isolates and standards.
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