Related Experiment Video
Updated: Dec 6, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
A Series of Deoxyfluorination Reagents Featuring OCF2 Functional Groups
Shiyu Zhao1, Yong Guo1, Zhaoben Su1
1Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. China.
New deoxyfluorination reagents derived from perfluoroalkyl ether carboxylic acids (PFECAs) efficiently convert alcohols to alkyl fluorides. This research explores the use of PFECAs decomposition products, yielding valuable insights into novel synthetic methods.
Area of Science:
- Organic Chemistry
- Green Chemistry
Background:
- Perfluoroalkyl ether carboxylic acids (PFECAs) are investigated as potential replacements for environmentally persistent perfluoroalkyl substances.
- Limited knowledge exists regarding the applications of PFECAs' decomposition products in chemical synthesis.
Purpose of the Study:
- To develop novel deoxyfluorination reagents utilizing PFECAs' decomposition products.
- To explore the synthesis of alkyl fluorides from alcohols using these new reagents.
Main Methods:
- Synthesis of novel deoxyfluorination reagents featuring OCF2 functional groups from PFECAs.
- Reaction of various alcohols with the novel reagents to produce alkyl fluorides.
- Mechanistic studies to elucidate the reaction pathway, including in situ generation of carbonic difluoride (COF2).
Main Results:
- Successful generation of a new series of deoxyfluorination reagents from PFECAs.
- Efficient conversion of diverse alcohols to alkyl fluorides with yields up to 97%.
- Confirmation of in situ generation of carbonic difluoride (COF2) during the reaction.
Conclusions:
- PFECAs can be utilized to create effective deoxyfluorination reagents.
- The developed reagents offer a promising method for synthesizing alkyl fluorides.
- Understanding the decomposition pathways of PFECAs opens new avenues for sustainable chemistry.
More Related Videos
10:10Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes
Published on: July 28, 2018
09:5718F-Labeling of Radiotracers Functionalized with a Silicon Fluoride Acceptor SiFA for Positron Emission Tomography
Published on: January 11, 2020
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Hydroboration-Oxidation of Alkenes
Halogens
Oxymercuration-Reduction of Alkenes
Carboxylic Acids to Esters: Acid-Catalyzed (Fischer) Esterification Mechanism
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions