Chemical Forums

Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: CKabes on May 10, 2019, 10:48:06 AM

Title: Grignard from Acid Chloride
Post by: CKabes on May 10, 2019, 10:48:06 AM
Suppose I take an acid chloride and add magnesium in the same way I would prepare a Grignard reagent from an alkyl chloride. Does the magnesium add into the C-X bond? Is this reagent nucleophilic? I can't find any discussion about this elsewhere.

O=C(C)Cl>[Mg]>O=C([Mg]Cl)C
Title: Re: Grignard from Acid Chloride
Post by: rolnor on May 10, 2019, 12:37:12 PM
It does not work to make Grignard this way but you can make 1,2-diketones by reacting an acid chloride with pyrophoric lead. If you use umpolung-chemistry you can have a masked nucleophilic carbonylgroup;

https://en.m.wikipedia.org/wiki/Umpolung#Carbonyl_umpolung