Related Experiment Video
Updated: Oct 6, 2025

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
A short, versatile route towards benzothiadiazinyl radicals
Andryj M Borys1, Ewan R Clark1, Paul J Saines1
1School of Physical Sciences, University of Kent Ingram Building Canterbury Kent CT2 7NH UK.
Abstract:
A family of substituted 1,2,4-benzothiadiazine 1-chlorides have been prepared by treatment of N-arylamidines in neat thionyl chloride at reflux. The S(iv) 1-chlorides are readily reduced under mild conditions to persistent 1,2,4-benzothiadiazinyl radicals which have been characterised by EPR spectroscopy and cyclic voltammetry. Crystallographic studies on isolated radicals indicate that the radicals dimerise via pancake bonding in the solid-state, resulting in spin-pairing and net diamagnetism.
More Related Videos
10:42Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
11:45Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Related Concept Videos
Radical Formation: Elimination
Reactions at the Benzylic Position: Halogenation
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
Radical Reactivity: Overview
Radical Reactivity: Intramolecular vs Intermolecular
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism