Uploaded October 2021 | Updated September 2026, 1 week ago
The mechanism for a Vilsmeier-Haack-Arnold reaction which is the most widely used reaction for making β-halo substituted α,β-unsaturated aldehydes. This reaction involves the conversion an electron rich aromatic ring to an aryl aldehyde using DMF, an acid chloride such as phosphoryl chloride (POCl3), and aqueous work-up. The mechanism begins with the reaction of DMF with the acid chloride to form an iminium salt known as the "Vilsmeier reagent". Alkoxy acroleins have also been shown to react with thionyl chloride to give the β-halo unsaturated aldehydes.
Music: Orange – YouTube Audio Library
The mechanism for a Vilsmeier-Haack-Arnold reaction which is the most widely used reaction for making β-halo substituted α,β-unsaturated aldehydes. This reaction involves the conversion an electron rich aromatic ring to an aryl aldehyde using DMF, an acid chloride such as phosphoryl chloride (POCl3), and aqueous work-up. The mechanism begins with the reaction of DMF with the acid chloride to form an iminium salt known as the "Vilsmeier reagent". Alkoxy acroleins have also been shown to react with thionyl chloride to give the β-halo unsaturated aldehydes.
Music: Orange – YouTube Audio Library
