Imidoyl chloride

Imidoyl chlorides are organic compounds that contain the functional group RC(NR')Cl.

Imidoyl chlorides tend to be highly reactive and are more commonly found as intermediates in a wide variety of synthetic procedures.

[2] Imidoyl chlorides are generally colorless liquids or low-melting solids that are sensitive to both heat and especially moisture.

[1] Imidoyl chlorides can also undergo Friedel-Crafts reactions to install an imine groups on aromatic substrates.

Imidoyl chlorides can also be used to form peptide bonds by first creating amidines and then allowing them to be hydrolyzed to the amide.

Imidoyl chlorides react readily with water, which makes any attempt to isolate and store them for long periods of time difficult.

At even higher temperatures, the chlorine of the imidoyl chloride tends to be eliminated, leaving the nitrile.

Imidoyl chloride functional group
Structure of the imidoyl chloride C 6 F 5 N=C(Cl)C 6 H 4 -4-Me (color code:yellow = F, green = Cl; violet=N) [ 3 ]