Related Experiment Video
Updated: Jan 2, 2026

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
Published on: November 21, 2017
Periodic Acid, a Novel Oxidant of Polycyclic, Aromatic Hydrocarbons
1Institute for Materials Research, National Bureau of Standards, Washington, D.C. 20234.
Abstract:
Certain polycyclic, aromatic hydrocarbons can be oxidized with periodic acid in aprotic solvents containing a small proportion of water. A unique, two-fold character of response to periodic acid by these hydrocarbons has been found: (1) production of a coupling reaction through a radical intermediate [conversion of pyrene into 1,1'-bipyrene, and fluorene into 1,2-bis(2,2'-biphenylylene)ethylene] or (2) conversion into quinones by a two-equivalent oxidation mechanism that does not involve a radical intermediate [acenaphthene, anthracene, anthrone, benz[a]anthracene, naphthacene, naphthalene, and phenanthrene]. Little or no reaction was observed when oxidation was attempted with sodium metaperiodate instead of periodic acid. Electron-spin resonance revealed no radical intermediate in the oxidation of malonic acid with either periodic acid or sodium periodate.
More Related Videos
06:34Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
Published on: June 20, 2014
08:23Analyzing the Photo-oxidation of 2-propanol at Indoor Air Level Concentrations Using Field Asymmetric Ion Mobility Spectrometry
Published on: June 14, 2018
Related Concept Videos
Radical Autoxidation
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Oxidations of Aldehydes and Ketones to Carboxylic Acids
Aldehydes readily undergo oxidation in strong oxidizing agents such as potassium permanganate and chromic acid. The oxidation can also be carried out using mild oxidizing agents such as silver oxide. In fact, aldehydes can be easily oxidized...
Alkynes to Carboxylic Acids: Oxidative Cleavage
Preparation of Carboxylic Acids: Overview
Reactions at the Benzylic Position: Oxidation and Reduction