N,N-Dimethylformamide (DMF) is not a solvent above suspicion…..

N,N-Dimethylformamide (DMF) is not a solvent above suspicion…..

N,N-Dimethylformamide (DMF) is an aprotic polar solvent very popular in organic synthesis. In many transformations, DMF is also a versatile reagent, the most commonly used being the Vilsmeier reagent. [1] In 2020, Q. Yang and Coll., from Corteva Agriscience (Indianapolis, Indiana, USA) published a very interesting and complete review, with an extensive bibliography, on the potential risks associated with the use of DMF as a solvent. [2] Numerous reports by industrial and academic researchers have clearly shown that DMF is not an inert solvent with respect to bases (NaH, KOH), acids (HCl, H?SO?), oxidizing reagents (CrO?, KMnO?, mCPBA) and reducing reagents (NaBH?). This article is particularly instructive.


[1] For an excellent recent review, see: J. Muzart, Molecules 2021, 26, 6374. https://doi.org/10.3390/molecules26216374S.

[2] Q. Yang, M. Sheng, Y. Huang, Org. Process Res. Dev. 2020, 24, 1586-1601.

Jean-Louis Brayer

Président Charles Friedel Consulting & de Chimie Paris Alumni

11 个月

DMF is Aldo the main source of nitrosamine NDMA

Denis Ochsenbein

Manager Laserax GmbH - Head of Sales Europe.

11 个月

Merci pour l info Professeur. à bient?t pour un cours en direct !

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Tathagata Bhattacharjee

Synthetic organic chemist working in drug discovery collaboration

11 个月

The link for the molecules paper isn't working. Could you share the url again? The doi link isn't working

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Ravil Petrov

Organic/Peptide Chemist

11 个月

La construction de diverses pyridines à partir d'un solvant commun non contr?lé est vraiment passionnante, et de nombreuses personnes seraient enthousiastes à l'idée de découvrir ces protocoles !

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