Related Experiment Video
Updated: Apr 5, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
The Methylsulfonyloxyl Radical, CH3SO3
Bifeng Zhu1, Xiaoqing Zeng2, Helmut Beckers3
1The Key Lab of Health Chemistry and Molecular Diagnosis of Suzhou, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123 (China).
The methylsulfonyloxyl radical (CH3SO3), crucial for dimethyl sulfide oxidation, was generated and studied. Researchers observed its tautomerization to CH2SO3H when exposed to specific light wavelengths.
Area of Science:
- Atmospheric Chemistry
- Chemical Physics
Background:
- Dimethyl sulfide (DMS) is a significant volatile organic compound in the atmosphere.
- The oxidation of DMS produces key intermediates that influence atmospheric chemistry.
- Understanding these intermediates is vital for atmospheric modeling.
Purpose of the Study:
- To generate and characterize the methylsulfonyloxyl radical (CH3SO3).
- To investigate the photochemical behavior of CH3SO3, specifically its tautomerization.
Main Methods:
- Flash pyrolysis of CH3SO2OOSO2CH3 to generate the CH3SO3 radical.
- Isolation of the radical in solid noble-gas matrices.
- Characterization using UV/Vis and IR spectroscopy.
- Photochemical studies involving irradiation with light (λ≥360 nm).
Main Results:
- Successful generation and isolation of the methylsulfonyloxyl radical (CH3SO3).
- UV/Vis and IR spectroscopic data provided characterization of the radical.
- Observation of tautomerization of CH3SO3 to CH2SO3H upon irradiation.
Conclusions:
- The methylsulfonyloxyl radical is a key intermediate in DMS atmospheric oxidation.
- The radical undergoes photochemical tautomerization to CH2SO3H.
- This study provides fundamental data on the properties and reactivity of CH3SO3.
Related Concept Videos
Preparation and Reactions of Sulfides
Radical Reactivity: Electrophilic Radicals
Radicals: Electronic Structure and Geometry
Accordingly, the structure of a trivalent radical lies between the geometries of carbocations and carbanions. An sp2-hybridized carbocation is trigonal planar, while an sp3-hybridized carbanion is trigonal pyramidal. Here, the difference in geometry is...
Radical Reactivity: Nucleophilic Radicals
Radical Reactivity: Steric Effects
Along with electronic...
Radical Formation: Addition
Similar to charge conservation in chemical reactions, spin conservation is implicit for radical reactions. Accordingly, the product formed must possess an...

